a Medicinal Chemistry Department, AMRI, PO Box 15098, 26 Corporate Circle, Albany, NY 12212-5098, USA b Lead Discovery, Schering-Plough Research Institute, 320 Bent Street, Cambridge, MA 02141, USA
Abstract:
A novel series of (2-amino)-6-(2-aminoethyl)pyridines were prepared by a convenient Suzuki-Miyaura coupling approach from 2-amino-6-bromopyridines. Benzyl vinylcarbamate was first treated with 9-BBN followed by aqueous NaOH and then the appropriate bromopyridine precursors were added into the mixture. The mixture was finally heated in presence of a palladium catalyst to provide the corresponding products in overall high yields. The procedure is extended to the preparation of related pyrazine and pyrimidine compounds as well as (2-amido)- and (2-alkoxy)-6-(2-aminoethyl)pyridines.