반응 #40705

반응 방정식

3-amino-2-hydroxy-4-phenylbutanamide hydrochloride

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide

hydroxylbenzotriazole

2-(4-phenyl-1H-imidazol-1-yl)pyridine-3-carboxylic acid

NaHCO3

→

reddish oil

수율 37.3%

N-[3-Amino-2-hydroxy-3-oxo-1-(phenylmethyl)propyl]-2-(4-phenyl-1H-imidazol-1-yl)pyridine-3-carboxamide

수율 37.3%

용매

Et3N

Et3N

dichloromethane

triethylamine

반응 조건

후처리

1. 1
   workup.STIRRINGThe mixture was stirred at 0-4° C. for 1 hour
2. 2
   기타at room temperature
3. 3
   기타overnight
4. 4
   기타the organic phase was separated off
5. 5
   기타Drying
6. 6
   기타evaporating the solvent

실험 절차

0.75 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC), 0.51 g of hydroxylbenzotriazole (HOBt) and 0.55 ml of triethylamine (Et3N) were successively added to a solution of 1.0 g of 2-(4-phenyl-1H-imidazol-1-yl)pyridine-3-carboxylic acid (3.77 mmol) in 50 ml of dichloromethane at 0-4° C., and the mixture was stirred at 0-4° C. for 1 hour. 0.9 g of 3-amino-2-hydroxy-4-phenylbutanamide hydrochloride (3.9 mmol) and 0.55 ml of Et3N were then added and, after about 5 minutes, a pH of 8-9 was adjusted by adding 0.5 ml of Et3N. The mixture was stirred at 0-4° C. for 1 hour and then at room temperature overnight. 50 ml of saturated NaHCO3 solution were then added to the mixture, and the organic phase was separated off. Drying and evaporating the solvent resulted in 620 mg of a reddish oil, which was reacted further immediately without further purification.

출처