### Preflight Checklist - [x] I have searched [existing issues](https://github.com/anthropics/claude-code/issues?q=is%3Aissue%20state%3Aopen%20label%3Abug) 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? - macOS 26.2, M4, direct connection (no VPN/proxy) - curl --http1.1 https://api.anthropic.com ✅ works - curl https://api.anthropic.com ❌ times out (HTTP/2

[BUG] Claude Code CLI and MAC App (Code & Cowork) Request Timeout

Status Fixed / completed

Reported on v2.1.37

Maintainer reply None cached

Activity 5 comments · opened Feb 8, 2026 · closed Feb 10, 2026

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?

macOS 26.2, M4, direct connection (no VPN/proxy)
curl --http1.1 https://api.anthropic.com ✅ works
curl https://api.anthropic.com ❌ times out (HTTP/2)
Claude Code fails with UNKNOWN_CERTIFICATE_VERIFICATION_ERROR (misleading error)
Claude Code CLI and Mac Desktop App (Code Tab) all requests timeout.

What Should Happen?

curl https://api.anthropic.com with (HTTP/2) ✅ works

Error Messages/Logs

CLI: Claude Code fails with UNKNOWN_CERTIFICATE_VERIFICATION_ERROR (misleading error) or API Error: Unable to connect to API (UNKNOWN_CERTIFICATE_VERIFICATION_ERROR).

Mac App (Code): Could not load connectors directory or session failed ...

Mac App (Cowork): Failed to start Claude's workspace
Can't reach the Claude API from Claude's workspace.
Restarting Claude or reconnecting to your network sometimes resolves this.

Steps to Reproduce

Active Claude Code CLI in a folder
Run claude
Ask a question
Claude trys to connect 10 times all connects time out

Claude Model

None

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

2.1.37 (Claude Code)

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

It started about 2 days ago

View original on GitHub ↗

5 Comments

github-actions[bot] · 8 months ago

Found 3 possible duplicate issues:

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

ultraX2 · 8 months ago

A fallback to IPv4 (http1.1) is needed.

ultraX2 · 8 months ago

This appears not an issue after version 1.1.2512 on the Mac app

MattBerg55 · 8 months ago

I'm experiencing the same issue.

Environment:

Device: MacBook Air 15", 2023
Chip: Apple M2
macOS: Tahoe 26.2
Claude Desktop: latest version (fresh install)

Symptoms:

Cowork fails with "VM connection timeout after 60 seconds"
Regular chat works perfectly
Clean reinstall of Claude Desktop did not help
Full Mac restart did not help
No lingering VM processes found (confirmed via ps aux | grep vm)

Steps to reproduce:

Open Claude Desktop
Open Cowork tab
Wait → timeout error after 60 seconds

This is completely blocking Cowork usage. Looking forward to a fix.

github-actions[bot] · 7 months ago

This issue has been automatically locked since it was closed and has not had any activity for 7 days. If you're experiencing a similar issue, please file a new issue and reference this one if it's relevant.