Inventors:
Michael B. Wallace - San Diego CA, US
Jeremy Cody - Clifton Springs NY, US
Richard S. Fornicola - Liverpool NY, US
Silvina Garcia-Rubio - Manlius NY, US
Philip B. Kisanga - Cicero NY, US
Maxwell D. Reeve - Guilford CT, US
Chandra Wilson - Syracuse NY, US
Assignee:
TAKEDA PHARMACEUTICAL COMPANY LIMITED - Osaka
International Classification:
C07D 401/14
Abstract:
Described herein are methods for making chiral derivatives of 3-aminopiperidine, including the production of such derivatives in quantities exceeding 1 kilogram. The chiral 3-aminopiperidine derivatives include (R)-3-aminopiperidine derivatives which may be used to synthesize inhibitors of Dipeptidyl Peptidase IV. (R)-3-Aminopiperidine dihydrochloride is prepared by reducing (R)-3-aminopiperidin-2-one hydrochloride with lithium aluminum hydride. The preparation of (R)-3-aminopiperidin-2-one hydrochloride starting from (R)-methyl-2,5-diaminopentanoate dihydrochloride or (R)-2,5-diaminopentanoic acid hydrochloride is also described.