Reacción #88871

Ecuación de reacción

ethyl 2-chloronicotinate

pyridine-4-boronic acid

sodium carbonate

DME

→

title compound

Rendimiento 70.8%

ethyl 2,4′-bipyridine-3-carboxylate

Rendimiento 70.8%

Disolventes

water

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe mixture was extracted with ethyl acetate
2. 2
   LavadoThe extract was washed with saturated brine
3. 3
   Secadodried over anhydrous sodium sulfate
4. 4
   OtroThe solvent was evaporated under reduced pressure
5. 5
   OtroThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

Procedimiento

A mixture of ethyl 2-chloronicotinate (16.2 g), pyridine-4-boronic acid (12.9 g), sodium carbonate (27.8 g), tetrakis(triphenylphosphine)palladium(0) (5.04 g), water (50.0 mL) and DME (250 mL) was stirred overnight at 100° C. under a nitrogen atmosphere. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (14.1 g).

Fuente