N-(tert-Butoxycarbonyl)-1,2-phenylenediamine → tert-Butyl 2-(6-chloronicotinamido)phenylcarbamate

Participants

Reaction Steps

To a solution of t-butyl (2-aminophenyl)carbamate A1 (10 g, 48.0 mmol) in CH2Cl2 (200 mL) was added 6-chloronicotinoyl chloride (8.5 g, 48.0 mmol). The reaction mixture was concentrated after 2 hours of stirring at room temperature and purified by flash chromatography (10-75% EtOAc/hexanes) to give the Boc-protected nicotinamide B1 confirmed by MS (ESI+): cal'd [M+Na]+370.1, obs'd 370.1.

Provenance & Evidence