Potassium Phosphate, Tribasic → HCID 66905461, compound

Participants

Reaction Conditions

Reaction Steps

Preparation of (1E,4E)-ethyl-2-(tert-butoxycarbonyl-8-(4-(pyrrolidine-1-carbonyl)phenyl)-3H-benzo[b]azepine-4-carboxylate(23): To an ethanol solution (15 mL) containing K3PO4 (938 mg, 4.42 mmol), 4-(pyrrolidine-1-carbonyl)phenylboronic acid (785 mg, 3.58 mmol), and (1E,4E)-ethyl-8-bromo-2-(tert-butoxycarbonyl)-3H-benzo[b]azepine-4-carboxylate (489 mg, 1.19 mmol), was added palladium acetate (80.5 mg, 0.358 mmol). The reaction was heated to 60° C. for 2 hours, then cooled to room temperature and concentrated to dryness. The brown oil was purified by preparative LC plate (100% EtOAc) to provide (1E,4E)-ethyl-2-(tert-butoxycarbonyl)-8(4-(pyrrolidine-1-carbonyl)phenyl)-3H-benzo[b]azepine-4-carboxylate (277 mg, 46% yield) as a tan oil.

Provenance & Evidence