Potassium Carbonate → HCID 58042265, compound

Participants

Reaction Steps

To a suspension of (2E)-3-(Dimethylamino)-1-[4-hydroxy-2′-(trifluoromethyl)biphenyl-3-yl]prop-2-en-1-one (Preparation 43, 809 mg, 2.41 mmol) and 5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide (Preparation 16, 1.10 g, 2.39 mmol) in dimethylsulfoxide (10.0 mL) was added potassium carbonate (859 mg, 6.22 mmol). The reaction mixture was stirred for 18 hours at room temperature under an atmosphere of nitrogen. The reaction was poured into a saturated solution of aqueous ammonium chloride (20 mL) and extracted with dichloromethane (3×40 mL). The combined organic phase was washed with brine (3×40 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford a yellow solid (1.96 g). The solid was purified by silica gel column chromatography (40%-75% ethyl acetate in heptane gradient elution) to afford the title compound as a clear glass (563 mg, 30%)

Provenance & Evidence