[Bug] Compaction Fails Despite Token Limit Being Below Maximum

Bug Description
Not able to compact even when the token used is 170k. The message is Error: Error during compaction: Error: Conversation too long. Press esc twice to go up a few messages and try again. I rewinded the conversation to 147k tokens but still the error showed.

Environment Info

• Platform: darwin
• Terminal: iTerm.app
• Version: 2.0.14
• Feedback ID: 2d1cb006-ad1e-4f0b-bb55-c32fd22fd649

Errors

[{"error":"AxiosError: timeout of 5000ms exceeded\n    at LH.<anonymous> (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:29:10428)\n    at LH.emit (node:events:519:28)\n    at LH.emit (node:domain:488:12)\n    at Timeout.<anonymous> (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:28:3287)\n    at listOnTimeout (node:internal/timers:581:17)\n    at process.processTimers (node:internal/timers:519:7)\n    at A81.request (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:31:2129)\n    at runNextTicks (node:internal/process/task_queues:60:5)\n    at listOnTimeout (node:internal/timers:545:9)\n    at process.processTimers (node:internal/timers:519:7)\n    at async HK5 (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1845:20667)\n    at async Z (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:424:14982)\n    at async ggB (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1845:21088)\n    at async Tk0.doExport (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1845:21762)","timestamp":"2025-10-11T07:42:29.904Z"},{"error":"Error: EISDIR: illegal operation on a directory, read\n    at Module.readSync (node:fs:750:18)\n    at Object.readSync (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:9:472)\n    at QD (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:3436:105)\n    at zU (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:3438:475)\n    at wS5 (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:2510:7468)\n    at D (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:2510:6680)\n    at file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:2510:6998\n    at oW (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:75:21536)\n    at XH (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:75:41119)\n    at file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:75:39310","timestamp":"2025-10-11T07:42:56.405Z"},{"error":"Error: EISDIR: illegal operation on a directory, read\n    at Module.readFileSync (node:fs:448:20)\n    at Object.readFileSync (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:9:299)\n    at zU (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:3438:490)\n    at wS5 (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:2510:7468)\n    at D (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:2510:6680)\n    at file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:2510:6998\n    at oW (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:75:21536)\n    at XH (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:75:41119)\n    at file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:75:39310\n    at oQ0 (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:69:5026)","timestamp":"2025-10-11T07:42:56.405Z"},{"error":"Error: EISDIR: illegal operation on a directory, read\n    at Module.readSync (node:fs:750:18)\n    at Object.readSync (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:9:472)\n    at QD (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:3436:105)\n    at zU (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:3438:475)\n    at wS5 (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:2510:7468)\n    at D (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:2510:6680)\n    at file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:2510:6998\n    at oW (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:75:21536)\n    at XH (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:75:41119)\n    at WC (file:///Users/utkarshagrawal/.claude/local/node_modules/@anthropic-ai/claude-code/

Note: Error logs were truncated.