Having an IFR flight plan on file and trying to pick it up at your destination will be useless. First, even if hadn't timed out yet (2 hrs after ETD), the controller won't have an inbound on you because it was never activated. Second, they can't activate it on their end (departure message/ amendment) because the computer is still showing the aircraft on the ground at the departure field.
If I put a flight plan in from a fix along the way and I contact the correct facility to get my clearance, the information seems to be readily available to the controller. While they don't have the actual strip, there must be a fairly quick way to pull it off the system as they usually come back with the clearance after a minute or two.