In place upgrading from Server 2019 to Server 2022 not working

In-place upgrade from Server 2019 to Server 2022 is supported—but with some strict prerequisites. One key factor is that both the source and target must be of the same edition and installation type (for example, Standard to Standard, Datacenter to Datacenter, and matching between Desktop Experience or Core). Using evaluation media can be problematic because evaluation versions typically don’t support preserving your settings and applications during an upgrade.
Since you’re using an evaluation ISO, the installer recognizes it as such and will force a “keep nothing” clean install rather than retaining your configuration. The evaluation edition is designed for testing purposes and doesn’t provide the upgrade path that a fully licensed version would offer. If you intend to perform an in-place upgrade that retains your roles, settings, and data, you’ll need to convert your current evaluation to a fully licensed edition first—often done via the DISM command (for example, using a command like:
  DISM /Online /Set-Edition:ServerDatacenter /ProductKey:XXXXX-XXXXX-XXXXX-XXXXX-XXXXX /AcceptEula
Ensure you use the correct edition and key that matches your environment).
Once your current installation is in a production state, you should then be able to use an installation media that supports an in-place upgrade. This way, you can avoid the clean install scenario and migrate your settings and roles to Server 2022 as intended.
Hope that clears it up! Feel free to ask if you have more questions or need further clarification.