Reacción #40703

Ecuación de reacción

ethyl 2-chloronicotinate

4-phenylimidazole

K2CO3

→

dark oil

Rendimiento 28.9%

Ethyl 2-(4-phenyl-1H-imidazol-1-yl)pyridine-3-carboxylate

Rendimiento 28.9%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónby concentrating
2. 2
   Lavadowashing with water and sat. NaCl solution
3. 3
   Secadodrying over MgSO4
4. 4
   Filtraciónfiltering
5. 5
   Otroevaporating

Procedimiento

A mixture of 5.0 g of ethyl 2-chloronicotinate (26.94 mmol), 3.4 g of 4-phenylimidazole (23.58 mmol), 7.6 g of K2CO3 and 80 mg of 18-crown-6 in 18 ml of N,N-dimethylformamide was heated in a microwave at 160° C. for about 1 hour. This was followed by concentrating, taking up the residue in dichloromethane, washing with water and sat. NaCl solution, drying over MgSO4, filtering and evaporating. Chromatography on silica gel (eluent: CH2Cl2/methanol 2%-5%) resulted in 2 g of a dark oil, which was immediately reacted further; ESI-MS [M+H]+=294.15.

Fuente