tert-Butanol → HCID 67041776, compound

Participants

Reaction Steps

Under an atmosphere of argon, diphenylphosphoryl azide (8.16 g, 27 mmol) was added to a solution of 2-phenyl-imidazo[1,2-a]pyridine-7-carboxylic acid (6.36 g, 27 mmol) and triethylamine (5.40 g, 53 mmol) in tert-butanol (100 ml). The mixture was heated to reflux overnight, then cooled and diluted with ethyl acetate (100 ml). The mixture was filtered, and the filtrate was washed (NH4Cl satd., water, brine), and dried (Na2SO4). The title compound (4.81 g, 55%) was isolated from the residue by column chromatography (silica gel, CH2Cl2: MeOH=100:0-60:40). MS (m/e)=254.2 [M-Boc+H+].

Provenance & Evidence