反应详情

Under nitrogen atmosphere, 1.14 g (3.76 mmol) of 4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-piperidine-1-carboxylic acid tert-butyl ester were dissolved in 30 ml of anhydrous DMF and, at room temperature, carefully added to a suspension containing 0.24 g (6.05 mmol) of 60% sodium hydride. This mixture was stirred for 30 minutes and 8.2 ml (4.92 mmol) of a freshly prepared 0.6 M solution of 3-bromomethylfuran in ethyl ether were dropwise added and the reaction mixture was stirred at room temperature for 16 hours. The solvent was removed under reduced pressure and the crude mixture was extracted between ethyl acetate and water. The organic phase was washed with water and brine, dried with magnesium sulphate, filtered and evaporated to dryness. The crude mixture was purified by flash chromatography over silica gel affording 1.4 g (97% of yield) of the expected product.

1. additioncarefully added to a suspension
2. stirringthe reaction mixture was stirred at room temperature for 16 hours
3. customThe solvent was removed under reduced pressure
4. extractionthe crude mixture was extracted between ethyl acetate and water
5. washThe organic phase was washed with water and brine
6. dry with materialdried with magnesium sulphate
7. filtrationfiltered
8. customevaporated to dryness
9. customThe crude mixture was purified by flash chromatography over silica gel affording 1.4 g (97% of yield) of the expected product