Potassium Carbonate → HCID 68047229, compound

Participants

Reaction Steps

tert-Butyl 3-[5-(5-trifluoromethyl-2-hydroxyphenyl)-1H-pyrazol-1-yl]azetidine-1-carboxylate (Preparation 34, 400 mg, 1.04 mmol) and potassium carbonate (450 mg, 3.26 mmol) were combined in dimethylsulfoxide (5 mL). To this slurry was added 5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide (Preparation 6, 482 mg, 1.04 mmol) and stirred at ambient temperature for 3 hours. tert-Butylmethyl ether (30 mL) and water (30 mL) were added and the layers separated. The organic layer was washed with water (2×30 mL), then dried over anhydrous magnesium sulphate, filtered and concentrated in vacuo to give a foam. The foam was purified by silica gel flash column chromatography (20% to 40% ethyl acetate in heptane gradient elution) to afford the title compound as a colourless foam (600 mg, 70%).

Provenance & Evidence