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Related:
- [List of Issues] Upgrade to a Supergroup
- Similar issue on iOS
If you have a basic group chat that already has Pinned Messages, then you upgrade the basic group chat to a supergroup, it won't be possible to unpin them.
Deleting the old messages from the chat history will unpin them.
Note: You can change History setting to Visibile instead of Hidden, or something else, to force a supergroup upgrade.
When you right click on a previously pinned message the Unpin button is missing.
If you tap on the X in the pinned list header, nothing happens.
When you right click on a previously pinned message, the Unpin button is shown.
If you tap on the X in the pinned list header, the popup to unpin the message appears.
Telegram Desktop v2.7 // Windows 10 and macOS 11.2.3
"Unpin all" only applies to messages created after the group upgrade.
Finally, pinning one message created after the upgrade of the group doesn't update the icon, i.e. I still see a cross even with several pinned messages (as long as there is only one pinned message created after the group change).