@librechat/agents 3.1.97 → 3.1.99

package/dist/cjs/messages/cache.cjs.map

@@ -1 +1 @@
-{"version":3,"file":"cache.cjs","sources":["../../../src/messages/cache.ts"],"sourcesContent":["import {\n  AIMessage,\n  BaseMessage,\n  ToolMessage,\n  HumanMessage,\n  SystemMessage,\n  MessageContentComplex,\n} from '@langchain/core/messages';\nimport type { AnthropicMessage } from '@/types/messages';\nimport type Anthropic from '@anthropic-ai/sdk';\nimport { ContentTypes } from '@/common/enum';\nimport { toLangChainContent } from './langchain';\n\ntype MessageWithContent = {\n  content?: string | MessageContentComplex[];\n};\n\ntype MessageContentWithCacheControl = MessageContentComplex & {\n  cache_control?: unknown;\n};\n\n/**\n * Deep clones a message's content to prevent mutation of the original.\n */\nfunction deepCloneContent<T extends string | MessageContentComplex[]>(\n  content: T\n): T {\n  if (typeof content === 'string') {\n    return content;\n  }\n  if (Array.isArray(content)) {\n    return content.map((block) => ({ ...block })) as T;\n  }\n  return content;\n}\n\n/**\n * Clones a message with new content. For LangChain BaseMessage instances,\n * constructs a proper class instance so that `instanceof` checks are preserved\n * in downstream code (e.g., ensureThinkingBlockInMessages).\n * For plain objects (AnthropicMessage), uses object spread.\n */\nfunction cloneMessage<T extends MessageWithContent>(\n  message: T,\n  content: string | MessageContentComplex[]\n): T {\n  if (message instanceof BaseMessage) {\n    const baseParams = {\n      content: toLangChainContent(content),\n      additional_kwargs: { ...message.additional_kwargs },\n      response_metadata: { ...message.response_metadata },\n      id: message.id,\n      name: message.name,\n    };\n\n    const msgType = message.getType();\n    switch (msgType) {\n    case 'ai':\n      return new AIMessage({\n        ...baseParams,\n        tool_calls: (message as unknown as AIMessage).tool_calls,\n      }) as unknown as T;\n    case 'human':\n      return new HumanMessage(baseParams) as unknown as T;\n    case 'system':\n      return new SystemMessage(baseParams) as unknown as T;\n    case 'tool':\n      return new ToolMessage({\n        ...baseParams,\n        tool_call_id: (message as unknown as ToolMessage).tool_call_id,\n      }) as unknown as T;\n    default:\n      break;\n    }\n  }\n\n  const {\n    lc_kwargs: _lc_kwargs,\n    lc_serializable: _lc_serializable,\n    lc_namespace: _lc_namespace,\n    ...rest\n  } = message as T & {\n    lc_kwargs?: unknown;\n    lc_serializable?: unknown;\n    lc_namespace?: unknown;\n  };\n\n  const cloned = { ...rest, content } as T;\n\n  // LangChain messages don't have a direct 'role' property - derive it from getType()\n  if (\n    'getType' in message &&\n    typeof message.getType === 'function' &&\n    !('role' in cloned)\n  ) {\n    const msgType = (message as unknown as BaseMessage).getType();\n    const roleMap: Record<string, string> = {\n      human: 'user',\n      ai: 'assistant',\n      system: 'system',\n      tool: 'tool',\n    };\n    (cloned as Record<string, unknown>).role = roleMap[msgType] || msgType;\n  }\n\n  return cloned;\n}\n\nfunction stripAnthropicCacheControlFromBlocks(\n  content: MessageContentComplex[]\n): { content: MessageContentComplex[]; modified: boolean } {\n  let modified = false;\n  const strippedContent = content.map((block) => {\n    if (!('cache_control' in block)) {\n      return block;\n    }\n\n    const cloned: MessageContentWithCacheControl = { ...block };\n    delete cloned.cache_control;\n    modified = true;\n    return cloned;\n  });\n\n  return { content: strippedContent, modified };\n}\n\nfunction sanitizeBedrockSystemMessage<T extends MessageWithContent>(\n  message: T\n): T {\n  const content = message.content;\n  if (!Array.isArray(content)) {\n    return message;\n  }\n\n  const stripped = stripAnthropicCacheControlFromBlocks(content);\n  if (!stripped.modified) {\n    return message;\n  }\n\n  return cloneMessage(message, stripped.content);\n}\n\n/**\n * Anthropic API: Adds cache control to the appropriate user messages in the payload.\n * Strips ALL existing cache control (both Anthropic and Bedrock formats) from all messages,\n * then adds fresh cache control to the last 2 user messages in a single backward pass.\n * This ensures we don't accumulate stale cache points across multiple turns.\n * Returns a new array - only clones messages that require modification.\n * @param messages - The array of message objects.\n * @returns - A new array of message objects with cache control added.\n */\nexport function addCacheControl<T extends AnthropicMessage | BaseMessage>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages) || messages.length < 2) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n  let userMessagesModified = 0;\n\n  for (let i = updatedMessages.length - 1; i >= 0; i--) {\n    const originalMessage = updatedMessages[i];\n    const content = originalMessage.content;\n    const isUserMessage =\n      ('getType' in originalMessage && originalMessage.getType() === 'human') ||\n      ('role' in originalMessage && originalMessage.role === 'user');\n    const hasArrayContent = Array.isArray(content);\n    const needsCacheAdd =\n      userMessagesModified < 2 &&\n      isUserMessage &&\n      (typeof content === 'string' || hasArrayContent);\n\n    // Skip messages that don't need any work\n    if (!needsCacheAdd && !hasArrayContent) {\n      continue;\n    }\n\n    let workingContent: MessageContentComplex[];\n    let modified = false;\n\n    if (hasArrayContent) {\n      // Single pass: clone blocks, strip cache markers and cache points,\n      // find last text block index for cache insertion — all at once.\n      const src = content as MessageContentComplex[];\n      workingContent = [];\n      let lastTextIndex = -1;\n      for (let j = 0; j < src.length; j++) {\n        const block = src[j];\n        if (isCachePoint(block)) {\n          modified = true;\n          continue; // skip cache point blocks\n        }\n        const cloned = { ...block };\n        if ('cache_control' in cloned) {\n          delete (cloned as Record<string, unknown>).cache_control;\n          modified = true;\n        }\n        if ('type' in cloned && cloned.type === 'text') {\n          lastTextIndex = workingContent.length;\n        }\n        workingContent.push(cloned as MessageContentComplex);\n      }\n\n      if (!modified && !needsCacheAdd) {\n        continue; // nothing to strip and no cache to add\n      }\n\n      // Add cache control to the last text block for user messages\n      if (needsCacheAdd && lastTextIndex >= 0) {\n        (\n          workingContent[lastTextIndex] as Anthropic.TextBlockParam\n        ).cache_control = {\n          type: 'ephemeral',\n        };\n        userMessagesModified++;\n      }\n    } else if (typeof content === 'string' && needsCacheAdd) {\n      workingContent = [\n        { type: 'text', text: content, cache_control: { type: 'ephemeral' } },\n      ] as unknown as MessageContentComplex[];\n      userMessagesModified++;\n    } else {\n      continue;\n    }\n\n    updatedMessages[i] = cloneMessage(\n      originalMessage as MessageWithContent,\n      workingContent\n    ) as T;\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Checks if a content block is a cache point\n */\nfunction isCachePoint(block: MessageContentComplex): boolean {\n  return 'cachePoint' in block && !('type' in block);\n}\n\nfunction getMessageRole(message: MessageWithContent): string | undefined {\n  if (message instanceof BaseMessage) {\n    return message.getType();\n  }\n  if ('role' in message && typeof message.role === 'string') {\n    return message.role;\n  }\n  return undefined;\n}\n\nfunction isCacheableConversationMessage(message: MessageWithContent): boolean {\n  const role = getMessageRole(message);\n  return (\n    role === 'human' || role === 'user' || role === 'ai' || role === 'assistant'\n  );\n}\n\nfunction isAssistantConversationMessage(message: MessageWithContent): boolean {\n  const role = getMessageRole(message);\n  return role === 'ai' || role === 'assistant';\n}\n\nfunction hasCacheMarker(message: MessageWithContent): boolean {\n  return (\n    Array.isArray(message.content) &&\n    message.content.some((block) => 'cache_control' in block)\n  );\n}\n\nfunction addCacheControlToRecentMessages<\n  T extends AnthropicMessage | BaseMessage,\n>(\n  messages: T[],\n  maxCachePoints: number,\n  canUseMessage: (message: MessageWithContent) => boolean\n): T[] {\n  if (\n    !Array.isArray(messages) ||\n    messages.length === 0 ||\n    maxCachePoints <= 0\n  ) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n  let cachePointsAdded = 0;\n\n  for (let i = updatedMessages.length - 1; i >= 0; i--) {\n    const originalMessage = updatedMessages[i];\n    const content = originalMessage.content;\n    const hasArrayContent = Array.isArray(content);\n    const canAddCache =\n      cachePointsAdded < maxCachePoints && canUseMessage(originalMessage);\n\n    if (!canAddCache && !hasArrayContent) {\n      continue;\n    }\n\n    let workingContent: MessageContentComplex[];\n    let modified = false;\n\n    if (hasArrayContent) {\n      const src = content as MessageContentComplex[];\n      workingContent = [];\n      let lastNonEmptyTextIndex = -1;\n\n      for (let j = 0; j < src.length; j++) {\n        const block = src[j];\n        if (isCachePoint(block)) {\n          modified = true;\n          continue;\n        }\n\n        const cloned = { ...block };\n        if ('cache_control' in cloned) {\n          delete (cloned as Record<string, unknown>).cache_control;\n          modified = true;\n        }\n\n        if ('type' in cloned && cloned.type === 'text') {\n          const text = (cloned as { text?: string }).text;\n          if (text != null && text.trim() !== '') {\n            lastNonEmptyTextIndex = workingContent.length;\n          }\n        }\n        workingContent.push(cloned as MessageContentComplex);\n      }\n\n      if (canAddCache && lastNonEmptyTextIndex >= 0) {\n        (\n          workingContent[lastNonEmptyTextIndex] as Anthropic.TextBlockParam\n        ).cache_control = {\n          type: 'ephemeral',\n        };\n        cachePointsAdded++;\n        modified = true;\n      }\n\n      if (!modified) {\n        continue;\n      }\n    } else if (\n      typeof content === 'string' &&\n      content.trim() !== '' &&\n      canAddCache\n    ) {\n      workingContent = [\n        { type: 'text', text: content, cache_control: { type: 'ephemeral' } },\n      ] as unknown as MessageContentComplex[];\n      cachePointsAdded++;\n    } else {\n      continue;\n    }\n\n    updatedMessages[i] = cloneMessage(\n      originalMessage as MessageWithContent,\n      workingContent\n    ) as T;\n  }\n\n  return updatedMessages;\n}\n\nexport function addCacheControlToStablePrefixMessages<\n  T extends AnthropicMessage | BaseMessage,\n>(messages: T[], maxCachePoints: number): T[] {\n  const assistantMarked = addCacheControlToRecentMessages(\n    messages,\n    maxCachePoints,\n    isAssistantConversationMessage\n  );\n\n  if (assistantMarked.some(hasCacheMarker)) {\n    return assistantMarked;\n  }\n\n  return addCacheControlToRecentMessages(\n    messages,\n    maxCachePoints,\n    isCacheableConversationMessage\n  );\n}\n\n/**\n * Checks if a message's content has Anthropic cache_control fields.\n */\nfunction hasAnthropicCacheControl(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    if ('cache_control' in content[i]) return true;\n  }\n  return false;\n}\n\n/**\n * Removes all Anthropic cache_control fields from messages\n * Used when switching from Anthropic to Bedrock provider\n * Returns a new array - only clones messages that require modification.\n */\nexport function stripAnthropicCacheControl<T extends MessageWithContent>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages)) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n\n  for (let i = 0; i < updatedMessages.length; i++) {\n    const originalMessage = updatedMessages[i];\n    const content = originalMessage.content;\n\n    if (!Array.isArray(content) || !hasAnthropicCacheControl(content)) {\n      continue;\n    }\n\n    const clonedContent = deepCloneContent(content);\n    for (let j = 0; j < clonedContent.length; j++) {\n      const block = clonedContent[j] as Record<string, unknown>;\n      if ('cache_control' in block) {\n        delete block.cache_control;\n      }\n    }\n    updatedMessages[i] = cloneMessage(originalMessage, clonedContent);\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Checks if a message's content has Bedrock cachePoint blocks.\n */\nfunction hasBedrockCachePoint(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    if (isCachePoint(content[i])) return true;\n  }\n  return false;\n}\n\n/**\n * Removes all Bedrock cachePoint blocks from messages\n * Used when switching from Bedrock to Anthropic provider\n * Returns a new array - only clones messages that require modification.\n */\nexport function stripBedrockCacheControl<T extends MessageWithContent>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages)) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n\n  for (let i = 0; i < updatedMessages.length; i++) {\n    const originalMessage = updatedMessages[i];\n    const content = originalMessage.content;\n\n    if (!Array.isArray(content) || !hasBedrockCachePoint(content)) {\n      continue;\n    }\n\n    const clonedContent = deepCloneContent(content).filter(\n      (block) => !isCachePoint(block as MessageContentComplex)\n    );\n    updatedMessages[i] = cloneMessage(originalMessage, clonedContent);\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Adds Bedrock Converse API cache points to the last two messages.\n * Inserts `{ cachePoint: { type: 'default' } }` as a separate content block\n * immediately after the last text block in each targeted message.\n * Strips ALL existing cache control (both Bedrock and Anthropic formats) from all messages,\n * then adds fresh cache points to the last 2 messages in a single backward pass.\n * This ensures we don't accumulate stale cache points across multiple turns.\n * Returns a new array - only clones messages that require modification.\n * @param messages - The array of message objects.\n * @returns - A new array of message objects with cache points added.\n */\nexport function addBedrockCacheControl<\n  T extends MessageWithContent & { getType?: () => string; role?: string },\n>(messages: T[]): T[] {\n  if (!Array.isArray(messages) || messages.length < 2) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n  let messagesModified = 0;\n\n  for (let i = updatedMessages.length - 1; i >= 0; i--) {\n    const originalMessage = updatedMessages[i];\n    const messageType =\n      'getType' in originalMessage &&\n      typeof originalMessage.getType === 'function'\n        ? originalMessage.getType()\n        : undefined;\n    const messageRole =\n      'role' in originalMessage && typeof originalMessage.role === 'string'\n        ? originalMessage.role\n        : undefined;\n\n    const isSystemMessage =\n      messageType === 'system' || messageRole === 'system';\n    if (isSystemMessage) {\n      updatedMessages[i] = sanitizeBedrockSystemMessage(originalMessage);\n      continue;\n    }\n\n    const isToolMessage = messageType === 'tool' || messageRole === 'tool';\n    const content = originalMessage.content;\n    const hasArrayContent = Array.isArray(content);\n    const isEmptyString = typeof content === 'string' && content === '';\n    const needsCacheAdd =\n      messagesModified < 2 &&\n      !isToolMessage &&\n      !isEmptyString &&\n      (typeof content === 'string' || hasArrayContent);\n\n    if (!needsCacheAdd && !hasArrayContent) {\n      continue;\n    }\n\n    let workingContent: MessageContentComplex[];\n    let modified = false;\n\n    if (hasArrayContent) {\n      // Single pass: clone blocks, strip cache markers, find last\n      // non-empty text block for cache point insertion — all at once.\n      const src = content as MessageContentComplex[];\n      workingContent = [];\n      let lastNonEmptyTextIndex = -1;\n      for (let j = 0; j < src.length; j++) {\n        const block = src[j];\n        if (isCachePoint(block)) {\n          modified = true;\n          continue;\n        }\n        const cloned = { ...block };\n        if ('cache_control' in cloned) {\n          delete (cloned as Record<string, unknown>).cache_control;\n          modified = true;\n        }\n        const type = (cloned as { type?: string }).type;\n        if (type === ContentTypes.TEXT || type === 'text') {\n          const text = (cloned as { text?: string }).text;\n          if (text != null && text.trim() !== '') {\n            lastNonEmptyTextIndex = workingContent.length;\n          }\n        }\n        workingContent.push(cloned as MessageContentComplex);\n      }\n\n      if (!modified && !needsCacheAdd) {\n        continue;\n      }\n\n      // Insert cache point after the last non-empty text block.\n      // Skip if no cacheable text content exists (whitespace-only messages).\n      if (needsCacheAdd && lastNonEmptyTextIndex >= 0) {\n        workingContent.splice(lastNonEmptyTextIndex + 1, 0, {\n          cachePoint: { type: 'default' },\n        } as MessageContentComplex);\n        messagesModified++;\n      }\n    } else if (typeof content === 'string' && needsCacheAdd) {\n      workingContent = [\n        { type: ContentTypes.TEXT, text: content },\n        { cachePoint: { type: 'default' } } as MessageContentComplex,\n      ];\n      messagesModified++;\n    } else {\n      continue;\n    }\n\n    updatedMessages[i] = cloneMessage(originalMessage, workingContent);\n  }\n\n  return 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For LangChain BaseMessage instances,\n * constructs a proper class instance so that `instanceof` checks are preserved\n * in downstream code (e.g., ensureThinkingBlockInMessages).\n * For plain objects (AnthropicMessage), uses object spread.\n */\nfunction cloneMessage<T extends MessageWithContent>(\n  message: T,\n  content: string | MessageContentComplex[]\n): T {\n  if (message instanceof BaseMessage) {\n    const baseParams = {\n      content: toLangChainContent(content),\n      additional_kwargs: { ...message.additional_kwargs },\n      response_metadata: { ...message.response_metadata },\n      id: message.id,\n      name: message.name,\n    };\n\n    const msgType = message.getType();\n    switch (msgType) {\n    case 'ai':\n      return new AIMessage({\n        ...baseParams,\n        tool_calls: (message as unknown as AIMessage).tool_calls,\n      }) as unknown as T;\n    case 'human':\n      return new HumanMessage(baseParams) as unknown as T;\n    case 'system':\n      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Record<string, unknown>).role = roleMap[msgType] || msgType;\n  }\n\n  return cloned;\n}\n\nfunction stripAnthropicCacheControlFromBlocks(\n  content: MessageContentComplex[]\n): { content: MessageContentComplex[]; modified: boolean } {\n  let modified = false;\n  const strippedContent = content.map((block) => {\n    if (!('cache_control' in block)) {\n      return block;\n    }\n\n    const cloned: MessageContentWithCacheControl = { ...block };\n    delete cloned.cache_control;\n    modified = true;\n    return cloned;\n  });\n\n  return { content: strippedContent, modified };\n}\n\nfunction sanitizeBedrockSystemMessage<T extends MessageWithContent>(\n  message: T\n): T {\n  const content = message.content;\n  if (!Array.isArray(content)) {\n    return message;\n  }\n\n  const stripped = stripAnthropicCacheControlFromBlocks(content);\n  if (!stripped.modified) {\n    return message;\n  }\n\n  return cloneMessage(message, stripped.content);\n}\n\n/**\n * Anthropic API: Adds cache 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] as unknown as MessageContentComplex[];\n      userMessagesModified++;\n    } else {\n      continue;\n    }\n\n    updatedMessages[i] = cloneMessage(\n      originalMessage as MessageWithContent,\n      workingContent\n    ) as T;\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Checks if a content block is a cache point\n */\nfunction isCachePoint(block: MessageContentComplex): boolean {\n  return 'cachePoint' in block && !('type' in block);\n}\n\nfunction getMessageRole(message: MessageWithContent): string | undefined {\n  if (message instanceof BaseMessage) {\n    return message.getType();\n  }\n  if ('role' in message && typeof message.role === 'string') {\n    return message.role;\n  }\n  return undefined;\n}\n\nfunction isCacheableConversationMessage(message: MessageWithContent): boolean {\n  const role = getMessageRole(message);\n  return (\n    role === 'human' || role === 'user' || role === 'ai' || role === 'assistant'\n  );\n}\n\nfunction 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AnthropicMessage | BaseMessage,\n>(messages: T[], maxCachePoints: number): T[] {\n  const assistantMarked = addCacheControlToRecentMessages(\n    messages,\n    maxCachePoints,\n    isAssistantConversationMessage\n  );\n\n  if (assistantMarked.some(hasCacheMarker)) {\n    return assistantMarked;\n  }\n\n  return addCacheControlToRecentMessages(\n    messages,\n    maxCachePoints,\n    isCacheableConversationMessage\n  );\n}\n\n/**\n * Checks if a message's content has Anthropic cache_control fields.\n */\nfunction hasAnthropicCacheControl(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    if ('cache_control' in content[i]) return true;\n  }\n  return false;\n}\n\n/**\n * Removes all Anthropic cache_control fields from messages\n * Used when switching from Anthropic to Bedrock provider\n * Returns a new array - only clones messages that require modification.\n */\nexport function stripAnthropicCacheControl<T extends MessageWithContent>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages)) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n\n  for (let i = 0; i < updatedMessages.length; i++) {\n    const originalMessage = updatedMessages[i];\n    const content = originalMessage.content;\n\n    if (!Array.isArray(content) || !hasAnthropicCacheControl(content)) {\n      continue;\n    }\n\n    const clonedContent = deepCloneContent(content);\n    for (let j = 0; j < clonedContent.length; j++) {\n      const block = clonedContent[j] as Record<string, unknown>;\n      if ('cache_control' in block) {\n        delete block.cache_control;\n      }\n    }\n    updatedMessages[i] = cloneMessage(originalMessage, clonedContent);\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Checks if a message's content has Bedrock cachePoint blocks.\n */\nfunction hasBedrockCachePoint(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    if (isCachePoint(content[i])) 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latest two user messages.\n * Inserts `{ cachePoint: { type: 'default' } }` as a separate content block\n * immediately after the last text block in each targeted message.\n * Strips ALL existing cache control (both Bedrock and Anthropic formats) from all messages,\n * then adds fresh cache points to the latest two non-tool user messages in a single backward pass.\n * This ensures we don't accumulate stale cache points across multiple turns.\n * Returns a new array - only clones messages that require modification.\n * @param messages - The array of message objects.\n * @returns - A new array of message objects with cache points added.\n */\nexport function addBedrockCacheControl<\n  T extends MessageWithContent & { getType?: () => string; role?: string },\n>(messages: T[]): T[] {\n  if (!Array.isArray(messages) || messages.length === 0) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n  let cachePointsAdded = 0;\n\n  for (let i = updatedMessages.length - 1; i >= 0; i--) {\n    const originalMessage = updatedMessages[i];\n    const messageType =\n      'getType' in originalMessage &&\n      typeof originalMessage.getType === 'function'\n        ? originalMessage.getType()\n        : undefined;\n    const messageRole =\n      'role' in originalMessage && typeof originalMessage.role === 'string'\n        ? originalMessage.role\n        : undefined;\n\n    const isSystemMessage =\n      messageType === 'system' || messageRole === 'system';\n    if (isSystemMessage) {\n      updatedMessages[i] = sanitizeBedrockSystemMessage(originalMessage);\n      continue;\n    }\n\n    const isToolMessage = messageType === 'tool' || messageRole === 'tool';\n    const isUserMessage = messageType === 'human' || messageRole === 'user';\n    const content = originalMessage.content;\n    const hasSerializationProps =\n      'lc_kwargs' in originalMessage ||\n      'lc_serializable' in originalMessage ||\n      'lc_namespace' in originalMessage;\n    const hasArrayContent = Array.isArray(content);\n    const isEmptyString = typeof content === 'string' && content === '';\n    const needsCacheAdd =\n      cachePointsAdded < 2 &&\n      isUserMessage &&\n      !isToolMessage &&\n      !isEmptyString &&\n      (typeof content === 'string' || hasArrayContent);\n\n    if (!needsCacheAdd && !hasArrayContent && !hasSerializationProps) {\n      continue;\n    }\n\n    let workingContent: string | MessageContentComplex[];\n    let modified = hasSerializationProps;\n\n    if (hasArrayContent) {\n      // Single pass: clone blocks, strip cache markers, find last\n      // non-empty text block for cache point insertion — all at once.\n      const src = content as MessageContentComplex[];\n      workingContent = [];\n      let lastNonEmptyTextIndex = -1;\n      for (let j = 0; j < src.length; j++) {\n        const block = src[j];\n        if (isCachePoint(block)) {\n          modified = true;\n          continue;\n        }\n        const cloned = { 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package/dist/cjs/messages/prune.cjs

@@ -366,7 +366,7 @@ function addThinkingBlock(message, thinkingBlock) {
             },
         ];
     /** Edge case, the message already has the thinking block */
-    if (content[0].type === thinkingBlock.type) {
+    if (content[0]?.type === thinkingBlock.type) {
         return message;
     }
     content.unshift(thinkingBlock);
@@ -399,6 +399,26 @@ function calculateTotalTokens(usage) {
         total_tokens: totalInputTokens + totalOutputTokens,
     };
 }
+/**
+ * Locates a reasoning block in assistant content. Reasoning blocks carry
+ * provider-specific `type` tags: Anthropic emits `thinking`, while Bedrock and
+ * OpenAI-compatible reasoning providers (DeepSeek-R1, DashScope/Qwen-thinking)
+ * emit `reasoning_content`. DeepSeek/Qwen route through the `THINKING` default
+ * even though their blocks are `reasoning_content` and aren't normalized
+ * upstream, so for the `THINKING` case we also accept `reasoning_content` — this
+ * is what fixes issue #191.
+ *
+ * The broadening is intentionally one-directional. A Bedrock run
+ * (`REASONING_CONTENT`) must NOT match an Anthropic `thinking` block: the
+ * Bedrock input converter rejects `thinking` blocks outright
+ * (`src/llm/bedrock/utils/message_inputs.ts`), so reattaching one to a
+ * surviving message would make the request fail before it is sent.
+ */
+function findReasoningBlock(content, reasoningType) {
+    return content.find((part) => part.type === reasoningType ||
+        (reasoningType === _enum.ContentTypes.THINKING &&
+            part.type === _enum.ContentTypes.REASONING_CONTENT));
+}
 /**
  * Processes an array of messages and returns a context of messages that fit within a specified token limit.
  * It iterates over the messages from newest to oldest, adding them to the context until the token limit is reached.
@@ -431,7 +451,7 @@ function getMessagesWithinTokenLimit({ messages: _messages, maxContextTokens, in
     if (_thinkingStartIndex > -1) {
         const thinkingMessageContent = messages$1[_thinkingStartIndex]?.content;
         if (Array.isArray(thinkingMessageContent)) {
-            thinkingBlock = thinkingMessageContent.find((content) => content.type === reasoningType);
+            thinkingBlock = findReasoningBlock(thinkingMessageContent, reasoningType);
         }
     }
     if (currentTokenCount < remainingContextTokens) {
@@ -458,7 +478,7 @@ function getMessagesWithinTokenLimit({ messages: _messages, maxContextTokens, in
                 thinkingStartIndex < 0 &&
                 messageType === 'ai' &&
                 Array.isArray(poppedMessage.content)) {
-                thinkingBlock = poppedMessage.content.find((content) => content.type === reasoningType);
+                thinkingBlock = findReasoningBlock(poppedMessage.content, reasoningType);
                 thinkingStartIndex = thinkingBlock != null ? currentIndex : -1;
             }
             /**
@@ -542,11 +562,28 @@ function getMessagesWithinTokenLimit({ messages: _messages, maxContextTokens, in
         result.context = context.reverse();
         return result;
     }
-    if (thinkingEndIndex > -1 && thinkingStartIndex < 0) {
-        throw new Error('The payload is malformed. There is a thinking sequence but no "AI" messages with thinking blocks.');
-    }
-    if (!thinkingBlock) {
-        throw new Error('The payload is malformed. There is a thinking sequence but no thinking block found.');
+    /**
+     * A trailing reasoning sequence was detected but its block could not be
+     * located in the surviving context. Rather than throw — which permanently
+     * bricks the conversation, re-firing on every retry of the same thread (see
+     * issue #191) — return the partially-pruned context and let the provider
+     * surface a real, recoverable error if the payload is genuinely malformed.
+     * Strict providers (Anthropic) reject it cleanly; lenient ones (DeepSeek,
+     * Qwen) proceed. The pruner cannot know which applies, so it must not be the
+     * one to make the failure fatal.
+     */
+    if ((thinkingEndIndex > -1 && thinkingStartIndex < 0) || !thinkingBlock) {
+        /**
+         * No block was located, so any `thinkingStartIndex` set above came from a
+         * stale carried-over index pointing at a block-less message. Drop it:
+         * `createPruneMessages` persists the returned index as
+         * `runThinkingStartIndex`, and a stale value would suppress the trailing
+         * scan (`thinkingStartIndex < 0`) on later turns, causing a real reasoning
+         * block to be missed and never reattached.
+         */
+        delete result.thinkingStartIndex;
+        result.context = context.reverse();
+        return result;
     }
     let assistantIndex = -1;
     for (let i = 0; i < context.length; i++) {