反应详情

To a solution of 1.39 g (5 mmol) of (4-methoxybenzenesulfonyl)(3-pyridinylmethyl) amine in 4 ml of anhydrous 1-methyl-2-pyrrolidinone was added 0.2 g (5 mmol) of sodium hydride (60% in oil) and the mixture stirred at room temperature until gas evolution ceased. To this mixture was added 1.15 g (4.54 mmol) of ethyl 4-chloro-1,3-dimethylpyrazolo[3,4-b]pyridine-5-carboxylate and 2 ml of anhydrous 1-methyl-2-pyrrolidinone. The mixture was stirred in a sealed tube under nitrogen in an oil bath at 90° C. for 3 days. The mixture was cooled, poured into water and extracted with ethyl acetate. The extract was washed with H2O, brine and dried (Na2SO4). The solution was filtered through a thin pad of hydrous magnesium silicate and the filter pad washed with ethyl acetate. The filtrate was concentrated to dryness under vacuum to give 1.3 g of solid. Chromatography on silica gel with ethyl acetate as solvent gave 0.35 g of product as a solid, mp 152-154° C.

1. stirringThe mixture was stirred in a sealed tube under nitrogen in an oil bath at 90° C. for 3 days
2. temperatureThe mixture was cooled
3. extractionextracted with ethyl acetate
4. washThe extract was washed with H2O, brine
5. dry with materialdried (Na2SO4)
6. filtrationThe solution was filtered through a thin pad of hydrous magnesium silicate
7. washthe filter pad washed with ethyl acetate
8. concentrationThe filtrate was concentrated to dryness under vacuum