Process for preparing btk inhibitors

A method of preparing compound 141, or a salt thereof, the method comprising:

• (a) forming a first reaction mixture comprising compound 140, a catalyst, a solvent, and hydrogen, wherein the first reaction mixture catalyst is selected from the group consisting of Ra—Ni, Ra—Co, Pt/V@C, Co@Chitin, Ni-phen@SiO2, and Ni-phen@TiO2;
• and
• (b) reacting the first reaction mixture to form a first reaction product mixture comprising compound 141 according to the following scheme:
• wherein the yield of compound 141 based on compound 140 is at least 95%.