Potassium Carbonate → 3-Cyano-N-(5-fluoro-1,3-thiazol-2-yl)-4-{[3-(1-methyl-1H-pyrazol-5-yl)biphenyl-4-yl]oxy}benzenesulfonamide

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 3-(1-methyl-1H-pyrazol-5-yl)biphenyl-4-ol (Preparation 28, 188 mg, 0.75 mmol) and potassium carbonate (173 mg, 1.25 mmol) in N,N-dimethylformamide (2.5 mL) was added 3-cyano-4-fluoro-N-(5-fluoro-1,3-thiazol-2-yl)benzenesulfonamide (Preparation 34, 151 mg, 0.5 mmol) and the reaction mixture was stirred at 80° C. After stirring for 16 hours, the reaction mixture was cooled to room temperature. Saturated aqueous ammonium chloride (10 mL) was added to the reaction mixture and the mixture was extracted with dichloromethane (3×10 mL). The collected organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to obtain a crude residue. The residue was purified by silica gel column chromatography (40% ethyl acetate in dichloromethane elution) to afford the title compound as a white solid (127 mg, 48%).

Provenance & Evidence