Reacción #40706

Ecuación de reacción

H2O

ethyl 2-chloronicotinate

4-phenylpyrazole

K2CO3

→

oil

Rendimiento 79.8%

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

Rendimiento 79.8%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónafter extraction with ethyl acetate
2. 2
   Lavadothe organic phase was washed with H2O and sat. NaCl solution
3. 3
   OtroThe crude product obtained
4. 4
   Otroafter drying
5. 5
   Otroconcentration of the solution was purified by chromatography on silica gel (eluent: CH2Cl2/methanol 1-10%)

Procedimiento

A mixture of 3.6 g of ethyl 2-chloronicotinate (19.4 mmol), 1.3 g of 4-phenylpyrazole (8.12 mmol), 4.4 g of K2CO3, 40 mg of 18-crown-6 and 30 mg of KI in 30 ml of N,N-dimethylformamide was stirred at 130° C. for 6 hours. For workup, H2O was added and, after extraction with ethyl acetate, the organic phase was washed with H2O and sat. NaCl solution. The crude product obtained after drying and concentration of the solution was purified by chromatography on silica gel (eluent: CH2Cl2/methanol 1-10%). In total, 1.9 g of an oil were obtained, which crystallized completely on standing in a refrigerator.

Fuente