反应详情

温度

0 °C

To a suspension of sodium hydride (30 mg; 60% dispersion; 0.75 mmole) in dry dimethylformamide (4 ml) was added 1,2,4,7-tetrahydro-5-methyl-7-(3-nitrophenyl)-2-oxopyrazolo[1,5-a]pyrimidine-6-carboxylic acid, 1-methylethyl ester (180 mg; 0.5 mmole) in dimethylformamide (3 ml) at 0° C. under argon. The orange reaction mixture was allowed to stir at 0° C. for 30 minutes and benzyl bromide (70 μl; 0.6 mmole) was then added. The reaction was stirred at room temperature for one hour and then quenched with water. The resulting solution was extracted with ethyl acetate and the combined extracts were washed with water, sodium bicarbonate and brine. After drying over anhydrous magnesium sulfate, the solvent was evaporated to give a foam which was purified by preparative thin layer chromatography (40% ethyl acetate in hexanes) and the product was crystallized from dichloromethane-isopropyl ether to give a solid, melting point 183.5°-185° C.

1. stirringThe reaction was stirred at room temperature for one hour
2. customquenched with water
3. extractionThe resulting solution was extracted with ethyl acetate
4. washthe combined extracts were washed with water, sodium bicarbonate and brine
5. dry with materialAfter drying over anhydrous magnesium sulfate
6. customthe solvent was evaporated
7. customto give a foam which
8. customwas purified by preparative thin layer chromatography (40% ethyl acetate in hexanes)
9. customthe product was crystallized from dichloromethane-isopropyl ether
10. customto give a solid, melting point 183.5°-185° C.