Imidazole → HCID 86616990, compound

Participants

Reaction Steps

To a solution of tert-butyl [(1R)-1-benzyl-2-oxo-(2-{2-{(2-methoxyethyl)[(2-methylcyclopropyl)methyl]amino}-6-[methyl(methylsulfonyl)amino]isonicotinoyl}hydrazino)-1-methylethyl]carbamate (16.2 g, 25 mmol), triphenylphosphine (7.88 g, 30.1 mmol) and imidazole (2.05 g, 30.1 mmol) in DCM (150 mL) cooled to 0° C. was added carbon tetrabromide (9.97 g, 30.1 mmol) and the reaction mixture was stirred at RT for 16 h. The reaction mixture was concentrated in vacuo, and purified by flash chromatography (silica, 20% to 50% EtOAc in hexane) to give tert-butyl [(1R)-1-(5-{2-{(2-methoxyethyl)[(trans-2-methylcyclopropyl)methyl]amino}-6-[methyl(methylsulfonyl)amino]pyridin-4-yl}-1,3,4-oxadiazol-2-yl)-1-methyl-2-phenylethyl]carbamate. MS M+1=629.

Provenance & Evidence