反应 #40705

反应方程式

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

收率 37.3%

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

收率 37.3%

溶剂

Et3N

Et3N

dichloromethane

triethylamine

反应条件

后处理

1. 1
   workup.STIRRINGThe mixture was stirred at 0-4° C. for 1 hour
2. 2
   其他at room temperature
3. 3
   其他overnight
4. 4
   其他the organic phase was separated off
5. 5
   其他Drying
6. 6
   其他evaporating the solvent

实验过程

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.

来源