Hydrochloric Acid → tert-butyl ({4-fluoro-5-(2-fluoropyridin-3-yl)-1-[(5-formyl-2-furyl)sulfonyl]-1H-pyrrol-3-yl}methyl)methylcarbamate

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Reaction Steps

To a solution of tert-butyl {[1-{[5-(1,3-dioxolan-2-yl)-2-furyl]sulfonyl}-4-fluoro-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate (1.23 g) in tetrahydrofuran (5 mL) was added 2 mol/L hydrochloric acid (5 mL) at room temperature and the mixture was stirred for 40 hr. A half of the reaction mixture was evaporated under reduced pressure, and extracted with ethyl acetate. The separated organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and 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=9:1→2:1) to give the title compound as a brown oil (yield 661 mg, 59%).

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