Well he's shy obviously! Maybe you can try and hangout with him a lot more! Like invite him somewhere with both of sets of friends and try to talk to him there! So it won't seem so datish! Then flirt with him and start hinting that you think he's cute or ask him who he likes or ask his friends what he thinks of you but don't make it to obvious so it doesn't become awkard
but I think you need to talk to him more before you tell his friends anything hangout with him more!
but I think you need to talk to him more before you tell his friends anything hangout with him more!