反应详情

温度

50 °C

To a solution of trifluoromethanesulfonic acid 2-(4-fluorophenyl)-2-(3-nitropyridin-2-yl)-1-(pyridin-4-yl)vinyl ester (1.5 g, 3.20 mmol) in ethyl acetate (50 ml) was added stannous chloride dihydrate (2.89 g, 12.8 mmol) and the reaction mixture was warmed to 50° C. After 1 h, the warm solution was treated with saturated sodium bicarbonate solution (10 ml) and filtered through Celite. The filtrate was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuO. Purification by flash column chromatography (CH2Cl2−95% CH2Cl2/MeOH gradient) gave 3-(4-fluorophenyl)-1-hydroxy-2-(pyridin-4-yl)-1H-pyrrolo[3,2-b]pyridine as a tan solid (700 mg).

1. filtrationfiltered through Celite
2. washThe filtrate was washed with brine
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated in vacuO
5. customPurification by flash column chromatography (CH2Cl2−95% CH2Cl2/MeOH gradient)