Dimethyl Sulfoxide → HCID 86682369, compound

Participants

Reaction Steps

A mixture of 4-fluoro-2-[3-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]phenol (Preparation 27, 50.5 mg, 0.16 mmol) and potassium carbonate (45.4 mg, 0.33 mmol) in dimethylsulfoxide (1.0 mL) was stirred for 10 minutes at ambient temperature. tert-Butyl[(5-chloro-2,4-difluorophenyl)sulfonyl]1,3-thiazol-4-ylcarbamate (Preparation 4, 67.5 mg, 0.16 mmol) was added, and the reaction mixture was stirred at ambient temperature. After 24 hours, the reaction mixture was diluted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by automated silica gel flash chromatography (10% to 100% ethyl acetate in hexanes gradient elution) to afford the title compound as a white solid (85 mg, 76%).

Provenance & Evidence