反应详情

To a solution of 783 mg (2.5 mmol) of 1-(2-(4-chlorophenyl)pyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one oxime in 5 ml of anhydrous THF was added 2 ml of trimethylsilyl isocyanate (85%) dropwise at 0° C. over 30 minutes. The mixture was stirred at room temperature over 48 hrs, followed by addition of 500 μl pyridine. After stirring for another 4 hours, the solvent was removed and the residue was extracted by ethyl acetate three times. The combined organic layers were washed with 1N HCl twice, brine and dried over MgSO4. After evaporation of the solvent under vacuum, 935 mg of crude product was obtained. Purification on an aluminum oxide column with hexane-dichloromethane-ethyl acetate as eluant furnished 621 mg (69.6%) of 1-(2-(4-chlorophenyl)pyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one O-carbamoyl oxime. Compound 1026.

1. stirringAfter stirring for another 4 hours
2. customthe solvent was removed
3. extractionthe residue was extracted by ethyl acetate three times
4. washThe combined organic layers were washed with 1N HCl twice
5. dry with materialbrine and dried over MgSO4
6. customAfter evaporation of the solvent under vacuum
7. custom935 mg of crude product was obtained
8. customPurification on an aluminum oxide column with hexane-dichloromethane-ethyl acetate as eluant