Feat: Pin & Unpin chats across app (sidebar + history)

[buneeIsSlo]

Overview

Adds pin/unpin for chats, shows a dedicated “Pinned” section in the sidebar and drawer history, and keeps pinned chats ordered by most recently pinned. Pinned chats are excluded from date-based groups.

Changes made

• Database

  • Add pinned boolean DEFAULT false NOT NULL
  • Add pinned_at timestamptz NULL

• API

  • New route: POST /api/toggle-chat-pin
  • Body: { chatId: string, pinned: boolean }
  • Updates pinned and pinned_at accordingly; does not bump updated_at

• UI

  • sidebar-item-menu.tsx: Pin/Unpin item (uses togglePinned), icons from lucide-react
  • app-sidebar.tsx: New “Pinned” section above grouped lists; uses pinnedChats (or a local useMemo if not exposed)
  • history/utils.ts: groupChatsByDate skips pinned to avoid duplicates
  • drawer-history.tsx: Pin/Unpin button in each row; “Pinned” section above groups; date shows updated_at || created_at

Behavior

• Ordering
  • Pinned section: most recently pinned first (pinned_at DESC)
  • Unpinned groups: unchanged, ordered by updated_at buckets
• Edit semantics
  • Pinning does not change updated_at
  • Title edits still bump updated_at for unpinned items

Migration

• Run once:

ALTER TABLE public.chats
  ADD COLUMN IF NOT EXISTS pinned boolean NOT NULL DEFAULT false,
  ADD COLUMN IF NOT EXISTS pinned_at timestamptz NULL;

Manual testing

• Pin a chat from sidebar menu → appears in “Pinned” section, vanishes from time groups
• Unpin a chat → disappears from “Pinned”, reappears in correct time group
• Multiple pinned chats are ordered by most recently pinned
• Drawer history: pin/unpin button works and UI updates without reload
• Search mode: doesn’t duplicate items; groups skip pinned as expected
• Guest vs auth: API gracefully succeeds even if Supabase disabled (no-DB deployments)

Notes

• Perf: pin/unpin avoids re-sorting entire list; pinned slice is sorted at read-time and memoized; date groups skip pinned upfront.

Previews

In Sidebar:

sidebar.mp4

In Command & Drawer history:

command+drawer.mp4

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Project	Deployment	Preview	Comments	Updated (UTC)
zola-anfe	Ready	Preview	Comment	Aug 19, 2025 0:36am

[buneeIsSlo]

@ibelick, do you need to make any additional changes?

[ibelick]

@buneeIsSlo really cool work, appreciate the PR!