title: Direct reductive amination of aldehyde bisulfite adducts induced by 2-picoline borane: application to the synthesis of a DPP-IV inhibitor.
abstract: Aldehyde-bisulfite adducts dervied from unstable parent aldehydes were reductively alkylated in a direct fashion with a variety of amines. This approach features the use of 2-picoline borane as the reducing agent and a protic solvent for the reaction media and has been successfully applied to the synthesis of a DPP-IV inhibitor and a variety of other amines.
authors: Chemistry Process Research and Development, Amgen Inc., One Amgen Centre Drive, Thousand Oaks, California 91320, USA.
authors: Margaret
authors: M
authors: Faul
authors: Rob
authors: R
authors: Larsen
authors: Adam
authors: A
authors: Levinson
authors: Jason
authors: J
authors: Tedrow
authors: Filisaty
authors: F
authors: Vounatsos
mesh_terms: D000447:Aldehydes; D000478:Alkylation; D000586:Amination; D000588:Amines / Q000737:chemistry*; D001880:Boranes / Q000737:chemistry; D018819:Dipeptidyl Peptidase 4 / Q000819:agonists* / Q000737:chemistry*; D009025:Morpholines / Q000737:chemistry*; D010847:Picolines / Q000737:chemistry*; D013447:Sulfites / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D000588:Amines; D001880:Boranes; D009025:Morpholines; D010847:Picolines; D013447:Sulfites; D018819:Dipeptidyl Peptidase 4