Well, from what I read in your other posts it sounds like your friend needs a conversion experience where his heart is more open to Jesus (or perhaps not, I don’t know everything.
Not all conversions are like Paul’s – instantaneous. Conversion of the heart is usually a slow process. Hopefully your prayer planted a seed and the Holy Spirit will nurture it so your friend will change. Change takes a while sometimes and we just have to kind of accept that God will take care of it – that’s what faith is.
Maybe you’d consider a novena to the Holy Spirit
I’ll say a prayer for your friend and you as well.