Hydrogen chloride-ethyl acetate → HCID 67397811, compound

Participants

Reaction Steps

tert-Butyl ({1-[(2,5-difluorophenyl)sulfonyl]-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl}methyl)methylcarbamate (160 mg) was dissolved in ethyl acetate (5 mL) and methanol (3 mL), and 4 mol/L hydrogen chloride-ethyl acetate solution (3 mL) was added. The mixture was stirred at room temperature for 2 hr, and concentrated under reduced pressure. Saturated aqueous sodium hydrogen carbonate solution was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: hexane-ethyl acetate=1:1→1:9) to give the title compound as a free base. The free base was dissolved in ethyl acetate. 4 mol/L Hydrogen chloride-ethyl acetate solution was added and the solvent was evaporated under reduced pressure. The obtained residue was recrystallized from ethanol to give the title compound as colorless crystals (yield 45.9 mg, 33%).

Provenance & Evidence