I was finally able to figure out that the database should have been at 1.6.307. My best guess is that a person in the past that maintained it had a failed upgrade along the way. There were several missing stored procedures, a missing constraint and of course the database did not have anything close to the correct version number saved within.
After figuring all of those out and manually applying them prior to the update, everything worked like a charm.
After figuring all of those out and manually applying them prior to the update, everything worked like a charm.