Potassium Carbonate → HCID 67681752, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-benzyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (4.7 g, 11.0 mmol), 4-chlorophenylboronic acid (2.0 g, 12.1 mmol), tetrakis(triphenylphosphine)palladium(0) (1.3 g, 1.1 mmol), 2M aqueous potassium carbonate solution (22 mL, 44 mmol), and dimethylformamide (100 mL) was degassed under a stream of argon for 15 minutes. The reaction was heated to 75° C. for 3 hours. Upon completion, the reaction was cooled to room temperature, diluted with ethyl acetate and filtered through Celite. The filtrate was washed with water and brine, dried (MgSO4) and concentrated. The resulting crude material was purified by flash column chromatography to yield (S)-benzyl 2-(5-(4′-chlorobiphenyl-4-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (4.3 g, 85%).

Provenance & Evidence