I think I just responded to you through the in-app feedback, but just in case you look here first, I'm pasting my response here as well.
I'm sorry it's not working correctly. A couple of things I'd like you to check:
* Are you signed in with the same Adobe ID in the app AND on the desktop?
* Are you using the most recent versions of Illustrator CC ( v21.0.0 2017 ) and the most recent version of the Creative Cloud Desktop App ( v188.8.131.525)?
* Is this happening with every Draw project you try to send or just a single project? Can you try creating a very simple project (a few lines on a canvas) and try sending that to the desktop?
Please let me know what you find.