Reacción #171221

Ecuación de reacción

2-bromo-5-methylpyridine

(4-formylphenyl)boronic acid

potassium carbonate

→

title compound

Rendimiento 122.1%

4-(5-methylpyridin-2-yl)benzaldehyde

Rendimiento 122.1%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas dried under high vacuum for 10 minutes
2. 2
   workup.ADDITIONdry dimethylformamide (15 mL) was added at room temperature
3. 3
   Otroquenched with water
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   LavadoThe organic layer was washed with water and brine solution
6. 6
   Secadodried over anhydrous sodium sulphate
7. 7
   OtroThe solvent was evaporated under reduced pressure
8. 8
   Otroto obtain a residue which
9. 9
   Otrowas purified by column chromatography over silica gel using 20% ethyl acetate in hexane as eluant

Procedimiento

A mixture of 2-bromo-5-methylpyridine (2 g), (4-formylphenyl)boronic acid (3.5 g), tetrakis(triphenylphosphine)palladium(0) (0.672 g), and potassium carbonate (4.8 g) was dried under high vacuum for 10 minutes and dry dimethylformamide (15 mL) was added at room temperature. The reaction mixture was heated at 110° C. for 6 hours, and then quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure to obtain a residue which was purified by column chromatography over silica gel using 20% ethyl acetate in hexane as eluant to afford the title compound (2.8 g).

Fuente