Hello again concerneduser,
I agree with Tony. It seems to me that if one accepts the Resurrection, then that already entails belief in the miraculous. You mention that your friend believes it is rare for God to break the laws of science. Technically, this may be true; however, answered prayers make up only a tiny minority of the goings-on in the entire universe. For the most part, God does work through nature.
Scripture tells us of some (James 4:2-3): “You do not have, because you do not ask God. When you ask, you do not receive, because you ask with wrong motives, that you may spend what you get on your pleasures.”
This, of course, is a rather sobering message. We are reminded that we often don’t place our trust in God, and that sometimes when we ask God for something our intentions are tainted by our sinfulness. Still, Jesus promises us, “You may ask me for anything in my name, and I will do it.” (John 14:14).
There is a strong emotional obstacle for many (perhaps all) of us whenever our prayers do not appear to be answered. One thing we need to keep in mind is that God does answer prayers, but He does so in His own time. There are instances in which it seems to us that God has not answered us, but it later turns out that God knew what He was doing all along. We might think of Job as the catalyst of delayed answers to prayers.
With that said, reason can do only so much. We can use reason to show that God exists and that it is reasonable to infer that He answers prayers, but faith is required to believe in these things. My advice is that you continue to be a good friend, pray for him, and if he has any questions, to continue to provide answers with gentleness and reverence (1 Peter 3:15). The rest you can leave to God. And, of course, keep in mind that your goodness and faith are gifts of God.