反应详情

温度

25 °C

To a solution of (1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-(4-methylsulfanyl-phenyl)-methanol (7.0 g, 17.1 mmol) in dichloromethane (600 ml) was added Dess-Martin periodinane (21.8 g, 51.3 mmol) at 25° C. The reaction mixture was stirred at 25° C. for 1 h and then quenched with a saturated aqueous sodium bicarbonate solution (100 mL). The mixture was extracted with ethyl acetate (500 mL), washed with a saturated aqueous sodium bicarbonate solution (3×80 mL), brine, dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by flash column chromatography (silica gel from QingDao, 200-300 mesh, 30% ethyl acetate/hexanes) afforded (1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-(4-methylsulfanyl-phenyl)-methanone (6.73 g, 97%) as a white solid: LC/MS m/e calcd for C21H16N2O3S2 [M+H]+ 409.50, observed 409.2.

1. customquenched with a saturated aqueous sodium bicarbonate solution (100 mL)
2. extractionThe mixture was extracted with ethyl acetate (500 mL)
3. washwashed with a saturated aqueous sodium bicarbonate solution (3×80 mL), brine
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationconcentrated in vacuo
6. customPurification by flash column chromatography (silica gel from QingDao, 200-300 mesh, 30% ethyl acetate/hexanes)