反应详情

To a solution of 3-(1-methyl-5-triphenylmethylaminopyrazol-4-yl)propionic acid (14.4 g, 35 mmol) and triethylamine (4.9 ml, 35 mmol) in tetrahydrofuran (150 ml) was added ethyl chloroformate (3.4 ml, 35 mmol) followed by stirring for 20 minutes under ice-cooling. To the reaction mixture was added a solution of sodium azide (2.3 g, 35 mmol) in water (30 ml) under ice-cooling. The mixture was stirred under ice-cooling for 20 minutes and then at room temperature for 20 minutes. To the reaction mixture was added ice-cold water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogencarbonate solution, dried over anhydrous magnesium sulfate, and filtered. To the filtrate was added methanol, and the mixed solution was concentrated in vacuo. To the residue was added methanol (150 ml), and the mixture was stirred under reflux for 1.5 hours. The reaction mixture was concentrated in vacuo to give methyl N-[2-(1-methyl-5-triphenylmethylaminopyrazol-4-yl)ethyl]carbamate (15.6 g) as a colorless solid.

1. temperaturecooling
2. temperaturecooling
3. stirringThe mixture was stirred under ice-
4. temperaturecooling for 20 minutes
5. waitat room temperature for 20 minutes
6. additionTo the reaction mixture was added ice-cold water
7. extractionthe mixture was extracted with ethyl acetate
8. washThe extract was washed with saturated aqueous sodium hydrogencarbonate solution
9. dry with materialdried over anhydrous magnesium sulfate
10. filtrationfiltered
11. additionTo the filtrate was added methanol
12. concentrationthe mixed solution was concentrated in vacuo
13. additionTo the residue was added methanol (150 ml)
14. stirringthe mixture was stirred
15. temperatureunder reflux for 1.5 hours
16. concentrationThe reaction mixture was concentrated in vacuo