Processes and intermediates for making a JAK inhibitor
View Patent ↗This invention relates to processes and intermediates for making {1-{1-[3-fluoro-2-(trifluoromethyl)isonicotinoyl]piperidin-4-yl}-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile, useful in the treatment of diseases related to the activity of Janus kinases (JAK) including inflammatory disorders, autoimmune disorders, cancer, and other diseases.
1. A process of making a compound of Formula IV:
or a salt thereof, comprising deprotecting a compound of Formula V:
or a salt thereof, to form a compound of Formula IV, or said salt thereof.
2. The process according to claim 1 , wherein said deprotecting comprises reacting with aqueous acid.
3. The process according to claim 2 , wherein said acid is hydrochloric acid.
4. The process according to claim 1 , wherein the compounds of Formula IV and V are each a free base.
5. A process of making a compound of Formula V:
or a salt thereof, comprising reacting a compound of Formula VI:
or a salt thereof, with a compound of Formula VII:
or a salt thereof, in the presence of a coupling agent to form the compound of Formula V, or said salt thereof.
6. The process according to claim 5 , wherein the coupling agent is benzotriazol-1-yloxy-tris(dimethylamino)-phosphonium hexafluorophosphate (BOP).
7. A compound of Formula V:
or a salt thereof.