Classic document library upload problem with required field and check-in/out not enabled

I am able to upload and tag my document just fine in Modern UI but a recent release has changed the Classic upload.  My document library does not have check-in/out turned on but the system is requiring a check-in without allowing me to fill in my required fields which makes the upload loop on check-in and remain incomplete.

I am personally excited about SPFx and the Modern UI but asking me why I am using classic when I am trying to get help for other people seems to lack an understanding of the full picture of what is going on for some installations. A lot of functionality out there does not work in the Modern UI so people will have to continue using what they have until their IT departments can transform the tools. 

If left this way, it’s a two-step process and people have to find their way back to the library afterwards open the record a second time, fill in the required fields, and check-in the file.   The required fields are there for a reason and if Classic UI is going to be allowed to exist, then regression testing will help to reduce impact on worker productivity.

This particular issue might only be seen right now on Targeted release tenants but I hope it will be remedied for us soon and before GA.