反应详情

温度

80 °C

To a solution of 3-carboxy-1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-methoxy-1H-pyrazole (3.63 g) in toluene (30 mL) was added diphenylphosphorylazide (2.37 mL) and triethylamine (1.67 mL) at 0° C. under nitrogen-gas atmosphere and the mixture was stirred at the same temperature for 30 minutes and at 80° C. for 3 hours. After cooling to 0° C., to the reaction mixture was added benzyl alcohol (1.86 mL) and 4-dimethylaminopyridine (61 mg) and the mixture was stirred at 80° C. overnight. After cooling to room temperature, to the reaction mixture was added an aqueous sodium hydrogencarbonate solution. After stirring, the mixture was extracted with ethyl acetate and the extract was dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo and the resultant crude product was purified by column chromatography on silica gel (solvent: hexane/ethyl acetate=80/20 to 60/40) to obtain 3-benzyloxycarbonylamino-1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-methoxy-1H-pyrazole (4.15 g, yield: 89%) as a pale yellow viscidity.

1. temperatureAfter cooling to 0° C., to the reaction mixture
2. stirringthe mixture was stirred at 80° C. overnight
3. temperatureAfter cooling to room temperature, to the reaction mixture
4. stirringAfter stirring
5. extractionthe mixture was extracted with ethyl acetate
6. dry with materialthe extract was dried over magnesium sulfate
7. filtrationfiltered
8. concentrationThe filtrate was concentrated in vacuo
9. customthe resultant crude product was purified by column chromatography on silica gel (solvent: hexane/ethyl acetate=80/20 to 60/40)