[BUG] Error: Conversation too long.

Preflight Checklist

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

What's Wrong?

⎿ Context limit reached · /compact or /clear to continue

❯ /compact
⎿ Error: Error during compaction: Error: Conversation too long. Press esc twice to go up a few messages an
try again.

EVERY SINGLE TIME I get this Error "Error: Conversation too long.", before it stopped at the right point to compact the session and continue and now I always have to go at least one message back. The problem is many times I have a session only with one message and if I go that one message back it is like deleting 100% of the context. It makes no sense. Please help or fix. Thanks

What Should Happen?

Like it always was before just let me run the /compact command

Error Messages/Logs

⎿  Context limit reached · /compact or /clear to continue
                                                                                                             
❯ /compact                                                                                                   
  ⎿  Error: Error during compaction: Error: Conversation too long. Press esc twice to go up a few messages an
      try again.

Steps to Reproduce

Just let Claude run until context is full. Pretty self-explanatory.

Claude Model

Opus

Is this a regression?

Yes, this worked in a previous version

Last Working Version

Maybe before 2.1.21, I have this issue already for a few days and I work every day hours

Claude Code Version

2.1.32 (Claude Code)

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

WSL (Windows Subsystem for Linux)

Additional Information

_No response_