Methyl bromoacetate → [[4-(5-Fluoro-2-methoxy-phenyl)-pyridin-3-yl]-(3-methanesulfonyl-5-trifluoromethyl-benzoyl)-amino]-acetic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of N-[4-(5-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-3-methanesulfonyl-5-trifluoromethyl-benzamide (50 mg, 0.11 mmol) in THF (5 mL) were added potassium tert-butoxide (24 mg, 0.21 mmol) and methyl bromoacetate (22 mg, 0.14 mmol) at 0° C. and the reaction mixture was stirred for 12 hours at 25° C. The reaction mixture was quenched with water (5 mL) and extracted by EtOAc (2×20 mL). The combined EtOAc layers were dried over Na2SO4 and evaporated. The crude product was purified by preparative HPLC (ammonium acetate/acetonitrile) to get the desired compound as an off-white solid (8 mg, 14%). MS (ESI): m/z=541.0 [M+H]+.

Provenance & Evidence