Реакция #88848

Уравнение реакции

methyl 2-bromo-5-methylbenzoate

pyridine-4-boronic acid

sodium carbonate

water

→

title compound

Выход 48.5%

methyl 5-methyl-2-(pyridin-4-yl)benzoate

Выход 48.5%

Растворители

ethyl acetate

DME

Условия реакции

Обработка

1. 1
   Температураwas heated
2. 2
   Температураunder reflux overnight under a nitrogen atmosphere
3. 3
   Фильтрацияfiltered through silica gel
4. 4
   КонцентрированиеThe filtrate was concentrated under reduced pressure
5. 5
   Другоеthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Методика

A mixture of methyl 2-bromo-5-methylbenzoate (5.2 g), pyridine-4-boronic acid (4.2 g), sodium carbonate (4.8 g), tetrakis(triphenylphosphine)palladium(0) (1.3 g), water (10 mL) and DME (50 mL) was heated under reflux overnight under a nitrogen atmosphere. The reaction mixture was diluted with ethyl acetate, and filtered through silica gel. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.5 g).

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