[BUG] Prompt is too long (Claude for VS Code)

[EntropyReversed]

Preflight Checklist

• I have searched existing issues and this hasn't been reported yet
• This is a single bug report (please file separate reports for different bugs)
• I am using the latest version of Claude Code

What's Wrong?

I lost my few weeks long session due to "Prompt is too long",
When i tired to run /compact I got this:
Error: Error during compaction: Error: Conversation too long. Press esc twice to go up a few messages and try again.

Then I started brand new session, and after literally 10 minutes I got exact same issue again

What Should Happen?

It should compact it by itself, and if it doesn't, /compact should work!

Error Messages/Logs

Steps to Reproduce

Start new session, give task to Claude, after 10 minutes "Prompt is too long" message pops up and compact is not working

Claude Model

Opus

Is this a regression?

Yes, this worked in a previous version

Last Working Version

No response

Claude Code Version

2.0.76 (Claude Code)

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

VS Code integrated terminal

Additional Information

No response

[github-actions]

Found 3 possible duplicate issues:

1. [Bug] Compaction fails with "Conversation too long" error, leaving session unrecoverable #13889
2. [Bug] Compaction fails with "Conversation too long" error instead of auto-compacting #14274
3. [BUG] 'Prompt is too long' error on ~50 word prompts in new sessions despite 80K+ free context #15058

This issue will be automatically closed as a duplicate in 3 days.

• If your issue is a duplicate, please close it and 👍 the existing issue instead
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🤖 Generated with Claude Code

[derrikconrad95]

I have been having the same thing happen. It only works in 1M context window.

[Smoin1]

for me it is the same. happens very often and then all ist totally lost. anothr bug which helps making claude unusable currently

[github-actions]

This issue has been inactive for 30 days. If the issue is still occurring, please comment to let us know. Otherwise, this issue will be automatically closed in 30 days for housekeeping purposes.

[CleverCoder]

Definitely still happening. Claude should resolve this silently, without user interaction. This occurred with my personal max account and a work / enterprise account. I even saw it with a new conversation.