Patent ID: 9522872
Filing Date: 2016-12-20
CPC Classification: C07C

Claim Text:
1. A method for synthesizing a 9-substituted minocycline compound of the formula: comprising: a) reacting a 9-halogenated minocycline with carbon monoxide, a first palladium catalyst, a silane and a base to generate a 9-carboxaldehyde substituted minocycline compound of the formula: and b) reacting said 9-carboxaldehyde substituted minocycline compound with neopentyl amine under hydrogenolysis or reductive amination conditions to generate said 9-substituted minocycline compound of the formula: or a pharmaceutically acceptable salt or ester thereof; wherein said hydrogenolysis conditions comprise a second palladium catalyst, an ammonium compound and one or more solvents; and wherein said reductive amination conditions comprise a reducing agent and a solvent.