Реакция #88871

Уравнение реакции

ethyl 2-chloronicotinate

pyridine-4-boronic acid

sodium carbonate

DME

→

title compound

Выход 70.8%

ethyl 2,4′-bipyridine-3-carboxylate

Выход 70.8%

Растворители

water

water

Условия реакции

Обработка

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

Методика

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).

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