I would recommend the reverse route, where you go become a pilot in the armed forces, and at the end of your commitment, go to med school. I have had 2 friends who have successfully left active duty direct to medical school paid for by the government, and then owed a nominal amount of time as a military doctor.
Otherwise, I would find it hard to go the other way around. Imagine 4 years of medical school, 4 years of residency, and somewhere in there find a way to get a slot in the ANG or reserves?