Sodium hydride → HCID 67396227, compound

Participants

Reaction Steps

To a solution of tert-butyl {[4-fluoro-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate (324 mg) in tetrahydrofuran (10 mL) was added sodium hydride (60% in oil, 80 mg) at room temperature, and the mixture was stirred for 10 min. 15-Crown-5 (442 mg) was added. Then 1-(difluoromethyl)-1H-pyrazole-4-sulfonyl chloride (181 mg) was added and the mixture was further stirred for 1 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=7:3→1:1) to give the title compound as a colorless oil (yield 380 mg, 75%).

Provenance & Evidence