Реакция #88866

Уравнение реакции

methyl 2-bromo-4-fluorobenzoate

pyridine-4-boronic acid

sodium carbonate

DME

→

title compound

Выход 59.8%

methyl 4-fluoro-2-(pyridin-4-yl)benzoate

Выход 59.8%

Растворители

water

water

Условия реакции

Обработка

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

Методика

A mixture of methyl 2-bromo-4-fluorobenzoate (1.5 g), pyridine-4-boronic acid (0.95 g), sodium carbonate (1.0 g), tetrakis(triphenylphosphine)palladium(0) (0.22 g), water (1.5 mL) and DME (9.0 mL) was stirred at 120° C. for 1 hr under microwave irradiation. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.89 g).

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