tried to upgrade from Windows 2008 RU2 SP1 to SP2, it doesn't allow me to do either
Please run the system update readiness tool.
https://www.catalog.update.microsoft.com/Search.aspx?q=KB947821
(most likely windows6.0-servicing-x64-5sep14_8b80d0a1edd3f2051e9e9c6c8479397a3cb4fc35.exe assuming 64 bit)
Then post the results of;
%SYSTEMROOT%\Logs\CBS\CheckSUR.log