STDOUT propagation is broken after termination signal

Describe the bug
After docker sends the termination signal to the container, any STDOUT from the hosted process is not propagated anymore to the container.

To Reproduce
Docker compose project here: https://github.com/david-garcia-garcia/dockernosigterm

In the dockerfile you have two entrypoints, one with LogMonitor the other without it.

Without log monitor, when you shutdown the container you get this output in the container stdout:

2024-02-20 21:57:43 True
2024-02-20 21:57:43 Waiting for console control event...
2024-02-20 21:57:47 Task progress: 1 of 20
2024-02-20 21:57:48 Task progress: 2 of 20
2024-02-20 21:57:49 Task progress: 3 of 20
2024-02-20 21:57:50 Task progress: 4 of 20
2024-02-20 21:57:51 Task progress: 5 of 20
2024-02-20 21:57:52 Task progress: 6 of 20
2024-02-20 21:57:53 Task progress: 7 of 20
2024-02-20 21:57:54 Task progress: 8 of 20
2024-02-20 21:57:55 Task progress: 9 of 20
2024-02-20 21:57:56 Task progress: 10 of 20
2024-02-20 21:57:57 Task progress: 11 of 20
2024-02-20 21:57:58 Task progress: 12 of 20
2024-02-20 21:57:59 Task progress: 13 of 20
2024-02-20 21:58:00 Task progress: 14 of 20
2024-02-20 21:58:01 Task progress: 15 of 20
2024-02-20 21:58:02 Task progress: 16 of 20
2024-02-20 21:58:03 Task progress: 17 of 20
2024-02-20 21:58:04 Task progress: 18 of 20
2024-02-20 21:58:05 Task progress: 19 of 20
2024-02-20 21:58:06 Task progress: 20 of 20

When using the entry point with LogMonitor.exe you get nothing.

Expected behavior
Output from the hosted process is properly propagated until the hosted process totally terminates.