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Upgrade KMS-licensed 2019 Standard to 2019 Datacenter

From an elevated prompt run:

dism.exe /online /Set-Edition:ServerDatacenter /ProductKey:WMDGN-G9PQG-XVVXX-R3X43-63DFG /AcceptEula

C:\Windows\system32>dism.exe /online /Set-Edition:ServerDatacenter /ProductKey:WMDGN-G9PQG-XVVXX-R3X43-63DFG /AcceptEula

Deployment Image Servicing and Management tool
Version: 10.0.17763.1697

Image Version: 10.0.17763.1728

Starting to update components...
Starting to install product key...
Finished installing product key.

Removing package Microsoft-Windows-ServerStandardEdition~31bf3856ad364e35~amd64~~10.0.17763.1
[==========================100.0%==========================]
Finished updating components.

Starting to apply edition-specific settings...
Finished applying edition-specific settings.

The operation completed successfully.
Restart Windows to complete this operation.
Do you want to restart the computer now? (Y/N)

The reboot will take a while as it will go through Adding features and Cleaning up phases:
Attach:features.png Δ

There are multiple ways to check the edition upgrade has worked. One way is to run winver from the Run Start Menu option or a command prompt: