反应详情

温度

70 °C

To a suspension of 1-methyl-4-nitro-1H-pyrazole-3-carboxylic acid (639 mg, 3.7 mmol) and 2-methyl-1-(methylamino)propan-2-ol (500 mg, 4.85 mmol) in THF (15 mL) were added HATU (1.57 g, 4.12 mmol) and N-methylmorpholine (2.13 mL, 19.4 mmol) at ambient temperature. The mixture was heated to 70° C. and stirred for 16 h. After cooling down to ambient temperature, the reaction mixture was poured into 20 mL HCl (2N aqueous solution) and extracted with ethyl acetate (2×100 mL). The organic layers were washed with water, brine and the solvent was evaporated. The aqueous layer was back-extracted with dichloromethane, dried and concentrated in vacuo. Both residues were combined to give 2.75 g of a semi-solid yellow material. The crude material was purified by silica gel chromatography using a methanol/ethyl acetate gradient to yield the product (1.2 g, 90%) as colorless oil.

1. temperatureAfter cooling down to ambient temperature
2. extractionextracted with ethyl acetate (2×100 mL)
3. washThe organic layers were washed with water, brine
4. customthe solvent was evaporated
5. extractionThe aqueous layer was back-extracted with dichloromethane
6. customdried
7. concentrationconcentrated in vacuo