Jesus didn’t rebuke Judaism, but instead rebuked the people that twisted it into a religion of strictly works. Judaism was meant to be the Faith of Abraham with the works resulting from that faith. Christianity has the same beliefs as stated in James. There are religions that claim to be Christian that are still works based to this day. Judaism was/is a gift from God, if Jesus rebuked it then he would be against himself just as he referenced in Luke 11:18
Please be careful how you judge the root of the tree it could turn out badly for you. Romans 11:17-18
To satisfy my curiosity how do you interpret Zechariah 14?
What specifically do you want interpreted? Zachary 14 is not a one note chapter, it reveals many implications for many different people.