Acetic Acid → HCID 70872341, compound

Participants

Reaction Steps

To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (5 g, 20.6 mmol) and tert-butyl (4-oxocyclohexyl)carbamate (5.6 g, 26.7 mmol) in methanol (50 mL) was added acetic acid (1.2 g, 20.6 mmol) and the mixture was stirred at room temperature for 3 h. Then sodium cyanoborohydride (1.6 g, 26.7 mmol) was added and the reaction stirred overnight. On completion, the solvent was removed under reduced pressure and the product purified by column chromatography to afford compound methyl 5-bromo-3-((4-((tert-butoxycarbonyl)amino)cyclohexyl)amino)-2-methylbenzoate (3 g, 33.3%).

Provenance & Evidence