I would suggest that we take 4 matches from tomorrow's OOP (5 matches) for DTT 1st Round... The remaining match should be used for Final Q Round with 2 other doubles matches from Ortisei
From Ortisei I would use
Jerzy Jankowicz/Konstantin Kravchuk vs. Martin Fischer/Philipp Oswald
Claudio Grassi/Laurynas Grigelis vs. Ruben Bemelmans/Igor Sijsling
You should choose which match to take from Paris to complete the Q Final...
I would keep the schedule as it it, because it is true that challengers are far more complicated to pick than a Masters tournament.
The 3 matches from Ortisei in todays OOP were an exception because there is 1 round more in this tournament, but now we should follow the normal way, so no Ortisei matches in final round of qualfication.
If you want to do it the other way, you have to decide everything on your own.
I would suggest that you take the first 3 matches scheduled for tomorrow for the final qualy round and the next 2 for the 1st day of a 2-day 1st round inf singles and doubles.