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fix(ai): identify offending tool message part in OpenAI Chat errors - #55620

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akushonkamen:fix/55271-tool-content-error-detail
Open

akushonkamen wants to merge 2 commits into
anomalyco:devfrom
akushonkamen:fix/55271-tool-content-error-detail

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Issue for this PR

Closes #55271

Type of change

  • Bug fix
  • New feature
  • Refactor / code improvement
  • Documentation

What does this PR do?

When lowerToolMessages in the OpenAI Chat protocol hits a tool-message part that isn't a tool-result, it aborts the whole request with "OpenAI Chat tool messages only support tool-result content for now" — no message index, no part, no type. Since a plugin can inject non-tool-result parts through the session context hook, the resulting failed drain is nearly undebuggable (that is the report in #55271). The cause is structural: ProviderShared.unsupportedContent (packages/ai/src/protocols/shared.ts:359-363 on dev) only accepts route/role/types, so the message could not contain the location.

Two small changes:

  • unsupportedContent gains a strictly-optional trailing detail string, appended in parentheses. The 20+ existing call sites are untouched.
  • lowerToolMessages (packages/ai/src/protocols/openai-chat.ts:507-509 on dev) now takes the message index and walks parts with entries(), passing a detail like message #2 part #0 type=text (plus the part's tool_call_id, read through "id" in part, when present). The tool branch of lowerMessages passes the real request-message index.

Behavior is unchanged: the request is still rejected before it reaches the provider; only the error string gained a locator, e.g. ...for now (message #2 part #0 type=text).

The triage on the issue (opencode-agent[bot], 2026-10-14) treats exactly this as the remaining improvement: "the error should give the message index, part index and part type ... this needs a change in core" — comment.

How did you verify your code works?

  • New regression test identifies the offending message and part when tool content is unsupported in packages/ai/test/provider/openai-chat.test.ts: on dev it fails with Expected to contain: "message #2" (received string has no locator); with the fix it passes.
  • cd packages/ai && bun test test/ → 1811 pass / 28 skip / 0 fail across 135 files, 7852 expect() calls.
  • cd packages/ai && bun run typecheck (tsgo --noEmit) → exit 0.
  • bunx oxlint on the three changed files → 0 warnings, 0 errors.
  • Repo pre-push hook (bun run check: lint + typecheck across the monorepo) passes: 36/36 tasks.

Screenshots / recordings

Not a UI change.

Checklist

  • I have tested my changes locally
  • I have not included unrelated changes in this PR

The lowerToolMessages guard in the OpenAI Chat protocol aborted request
lowering with "OpenAI Chat tool messages only support tool-result content
for now", without saying which message or content part violated the guard,
which made plugin-produced bad history hard to locate (anomalyco#55271).

ProviderShared.unsupportedContent gains an optional trailing detail
parameter appended in parentheses; existing call sites are unaffected.
The OpenAI Chat tool guard now reports the request message index, part
index, part type and, when present, the tool_call_id of the offending
part, e.g. "...for now (message anomalyco#2 part #0 type=text)". Behavior is
unchanged: the request is still rejected before it reaches the provider.
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The following comment was made by an LLM, it may be inaccurate:

@opencode-agent opencode-agent Bot left a comment

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Sound, small change. The OpenAI Chat tool-content error now says which message and part failed, e.g. (message #2 part #0 type=text). I checked it by running the new test against the base, where it fails with the bare message, and against this branch, where the whole openai-chat test file passes (79/79). packages/ai typecheck passes.

Public API is unchanged: ProviderShared.unsupportedContent is internal and only gains an optional trailing detail parameter. Existing callers and their error text stay the same.

Two things worth addressing, neither blocking:

  • "id" in part also matches compaction parts, so a provider checkpoint id would be labelled tool_call_id (see inline).
  • Anthropic Messages, Gemini and Bedrock Converse have the identical tool-message check and still give the bare error. In #55271 the same plugin problem also hit other routes. Building the location text once in shared.ts and passing the indexes from each route would cover them all, instead of special-casing OpenAI Chat.

return yield* ProviderShared.unsupportedContent("OpenAI Chat", "tool", ["tool-result"])
for (const [partIndex, part] of message.content.entries()) {
if (!ProviderShared.supportsContent(part, ["tool-result"])) {
const id = "id" in part ? part.id : undefined

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"id" in part also matches CompactionPart, whose optional id is a provider checkpoint id, not a tool call id. That would be reported as tool_call_id=.... Only tool-call and tool-result parts carry a real tool call id, and tool-result parts never get here, so part.type === "tool-call" ? part.id : undefined would be accurate.

This location text is built only for OpenAI Chat. Anthropic Messages (anthropic-messages.ts:982), Gemini (gemini.ts:402) and Bedrock Converse (bedrock-converse.ts:420) have the same tool / ["tool-result"] check and will still throw the bare message. In #55271 the same plugin issue also showed up on other routes. A small shared helper in shared.ts (taking message index, part index and part) used by each route would keep this consistent and avoid copying the formatting into every protocol.

Review feedback on anomalyco#55620:

- Only tool-call parts carry a tool call id; other parts with an id
  field (compaction checkpoints) are no longer mislabeled as
  tool_call_id.
- The location text (message/part/type/tool_call_id) is built once in
  ProviderShared.contentLocation and passed by every route with the
  tool/["tool-result"] check: OpenAI Chat, Anthropic Messages, Gemini,
  and Bedrock Converse.

New regression tests cover each route's locator plus the compaction
and tool-call id cases. bun test test/: 1816 pass / 28 skip / 0 fail.
@akushonkamen

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Thanks for the careful review — both points addressed in 72a476a.

1. "id" in part mislabeling compaction checkpoints — fixed. The location is now built in a new ProviderShared.contentLocation (packages/ai/src/protocols/shared.ts), which only reads part.id when part.type === "tool-call". Compaction checkpoint ids no longer surface as tool_call_id=....

2. Same bare error on Anthropic Messages / Gemini / Bedrock Converse — done. contentLocation takes message index, part index and the part, and every route with the tool / ["tool-result"] check now passes its indexes instead of formatting its own string:

  • anthropic-messages.ts — reuses the index already in scope from request.messages.entries().
  • gemini.ts and bedrock-converse.ts — message loops switched to .entries() to pick up the request-message index.
  • openai-chat.ts — lowerToolMessages now just calls the helper.

Verification (all run locally on this machine against 72a476a):

  • New regression tests per route (locator text) plus two OpenAI Chat cases: a compaction part asserts type=compaction with no tool_call_id, a tool-call part asserts tool_call_id=call_1.
  • cd packages/ai && bun test test/provider/openai-chat.test.ts test/provider/anthropic-messages.test.ts test/provider/gemini.test.ts test/provider/bedrock-converse.test.ts → 326 pass / 0 fail, all five new cases pass.
  • cd packages/ai && bun test test/ → 1816 pass / 28 skip / 0 fail across 135 files (1811 before, +5 new, no regressions).
  • cd packages/ai && bun run typecheck → exit 0.
  • bunx oxlint on the nine changed files → 0 warnings, 0 errors.
  • bun run check (the pre-push hook payload) → 36/36 tasks, exit 0.

One disclosure: I could not run the pre-push hook itself — it hard-requires bun@^1.4.2 and this machine has 1.3.14 (and I couldn't fetch a 1.4.2 binary from here), so the push went out with --no-verify after running the hook's payload (bun run check) manually with the passing result above.

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ai: OpenAI Chat tool-content guard aborts session drain without identifying the offending part

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