反应详情

温度

25 °C

A solution of 2-(5-amino-pyridin-2-yl)-malonic acid dibenzyl ester in pyridine cooled to 0° C. was treated with 5-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonyl chloride. The reaction mixture was allowed to slowly warm to 25° C. and was stirred at 25° C. for 24 h. At this time, the reaction mixture was cooled to 0° C. and acidified to pH=1 with 3.0M aqueous hydrochloric acid solution. The resulting mixture was extracted with ethyl acetate. The organics were washed with a 1.0M aqueous hydrochloric acid solution, water, and a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230–400 mesh, 65/35 ethyl acetate/hexanes) afforded 2-[5-(5-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonylamino)-pyridin-2-yl]-malonic acid dibenzyl ester (55%) as a colorless solid; LRMS for C27H25ClN4O6S (M+H)+ at m/z=569/571.

1. temperatureAt this time, the reaction mixture was cooled to 0° C.
2. extractionThe resulting mixture was extracted with ethyl acetate
3. washThe organics were washed with a 1.0M aqueous hydrochloric acid solution, water
4. dry with materiala saturated aqueous sodium chloride solution, dried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo