[BUG] Compaction, File upload issue.

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?

Compaction issues majorly. says to open new chat, i do so and still says compaction issues on first compaction of chat.

What Should Happen?

it should compact and continue the conversation but i cant even type to it to say hey

Error Messages/Logs

The Conversation cant be compacted any further. Start a new chat to continue.

Steps to Reproduce

[https://gyazo.com/6d35318c4355d373b0359682a35f1b7d](url)

Claude Model

Sonnet (default)

Is this a regression?

Yes, this worked in a previous version

Last Working Version

Browser

Claude Code Version

Browser

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

Other

Additional Information

Browser