Trifluoroacetic acid → 2-[1-(2-chlorophenyl)-1-methylethyl]-1-[3'-(methylsulfonyl)biphenyl-4-yl]-4-pyrrolidin-2-yl-1H-imidazole

Participants

Reaction Steps

A mixture of 1,1-dimethylethyl 2-{2-[1-(2-chlorophenyl)-1-methylethyl]-1-[3′-(methylsulfonyl)biphenyl-4-yl]-1H-imidazol-4-yl}pyrrolidine-1-carboxylate (200 mg) and 5 mL of 50% TFA in DCM was stirred at room temperature for 20 min. After concentrated in vacuo, the reaction mixture was separated by prep HPLC to give 2-[1-(2-chlorophenyl)-1-methylethyl]-1-[3′-(methylsulfonyl)biphenyl-4-yl]-4-pyrrolidin-2-yl-1H-imidazole (150 mg): 1H NMR (CD3OD): δ 1.6 (m, 3H,), 1.8 (m, 1H), 1.9 (s, 3H), 2.2-2.6 (m, 4H), 3.2 (s, 3H), 3.4 (m, 2H), 4.7 (m, 1H), 7.1 (m, 1H), 7.2 (m, 5H), 7.4 (s, 1H), 7.7 (m, 3H), 8.0 (m, 2H), 8.2 (m, 1H); LC/MS M+H 520 (observed).

Provenance & Evidence