i would let him make the first move. If he does like you, he'll come after you. Sometimes guys are intimated by girls that go after them. (its happened to me so i'm talking from experience)
I think it would also be good to be into him one day, and the next be sort of aloof. It will keep him interested.
I have never gone out with a guy and then out with his friend, but i have had friends go out with my ex. And i didn't have a problem with it, other girls do.
But you cannot help who you like, or who likes you. Maybe Tyrone will talk to Chinedue and get his feel for going out with you. Maybe Tyrone won't pursue anything with you because he's tight with his friend. But i cannot really say anything because i don't know either of them.
Feel it out for a couple of days or something and see if he calls you, wants to hang out. Always let the guy make the first move (to hang out or call) because then you know he's interested.
I hope this helps.