[BUG] Conversation titles differ between Claude for Windows and VS Code extension for same session

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?

Title: Conversation titles inconsistent between Claude for Windows and VS Code extension

Description:

The same conversation displays with different titles in Claude for Windows vs. the Claude Code VS Code extension, making it hard to identify chats across the two apps.

Behavior:

VS Code extension shows the raw first user message as the title (e.g., "i've been trying to figure out...")
Claude for Windows shows an AI-generated summary title (e.g., "Fix Claude app chat sync...")
Both apps are reading the same .jsonl file from ~/.claude/projects/, but each generates/displays the title independently.

Expected behavior:
The generated summary title should be written back to the .jsonl file so both apps read from the same source and display the same name.

Environment:

Claude for Windows v1.1.4498
VS Code with Claude Code extension: Claude Code VS Code extension v2.1.63
Windows 10

Here is the chat in vscode:

<img width="820" height="1276" alt="Image" src="https://github.com/user-attachments/assets/881724c6-41d3-4b23-bafb-47709def0706" />

same chat in win10 desktop app:

<img width="1713" height="1316" alt="Image" src="https://github.com/user-attachments/assets/34e7e202-b798-450f-a3e5-106137bd9927" />

What Should Happen?

When either app generates a summary title for a conversation, it should be saved back to the shared .jsonl file so both Claude for Windows and the VS Code extension display the same title for the same session.

Error Messages/Logs

Steps to Reproduce

Steps to reproduce:

Open Claude for Windows with a working directory set (e.g. C:\Users\...\OneDrive\CLaude Cowork)
Start a new conversation in the VS Code Claude Code extension with the same working directory open as the workspace
Send a few messages
Check the conversation title in the VS Code extension sidebar — it shows the beginning of your first message
Check the same conversation in Claude for Windows sidebar — it shows an AI-generated summary title
The two titles do not match, making it difficult to identify the same session across both apps

Claude Model

Sonnet (default)

Is this a regression?

I don't know

Last Working Version

_No response_

Claude Code Version

2.1.47

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

VS Code integrated terminal

Additional Information

_No response_