반응 #158384

반응 방정식

3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

4-bromo-2-methylpyridine

sodium carbonate

→

title compound

3-fluoro-4-(2-methylpyridin-4-yl)benzonitrile

용매

1,2-dimethoxyethane

water

반응 조건

후처리

1. 1
   온도to cool to room temperature
2. 2
   추출the mixture was extracted with ethyl acetate
3. 3
   기타The organic layer was separated
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   기타the solvent was evaporated under reduced pressure
6. 6
   기타The residue was purified by silica gel column chromatography (ethyl acetate/hexane)

실험 절차

A mixture of 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (14.0 g), 4-bromo-2-methylpyridine (5.84 mL), tetrakis(triphenylphosphine)palladium(0) (5.24 g) and 2N aqueous sodium carbonate solution (91 mL) in 1,2-dimethoxyethane (20 mL) was stirred at 80° C. for 30 min under a nitrogen atmosphere. The reaction mixture was allowed to cool to room temperature, and diluted with water, and the mixture was extracted with ethyl acetate. The organic layer was separated, 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 (6.41 g).

출처