反应详情

4-Fluoro-5-phenyl-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde (0.27 g) was dissolved in tetrahydrofuran (10 mL), a 2 mol/L solution (0.8 mL) of methylamine in tetrahydrofuran was added, and the mixture was stirred at room temperature for 2 hr. Sodium borohydride (91 mg) and methanol (7 mL) were added, and the mixture was stirred at the same temperature for further 30 min. The reaction mixture was concentrated under reduced pressure. A saturated aqueous sodium hydrogencarbonate solution was added to the residue, and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (hexane-ethyl acetate=19:1→0:1). The above-mentioned operation was repeated to give the title compound (0.22 g, yield 39%) as a colorless solid.

1. stirringthe mixture was stirred at the same temperature for further 30 min
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. additionA saturated aqueous sodium hydrogencarbonate solution was added to the residue
4. extractionthe mixture was extracted with ethyl acetate
5. dry with materialThe extract was dried over magnesium sulfate
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by basic silica gel column chromatography (hexane-ethyl acetate=19:1→0:1)