Reacción #2303952

Ecuación de reacción

Methyl-3-bromo-5-fluorobenzoate

Pyridine-3-boronic acid-1,3-propanediol ester

potassium carbonate

→

title compound

Rendimiento 55.5%

3-Fluoro-5-(3-pyridyl)benzoic Acid

Rendimiento 55.5%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was cooled to room temperature
2. 2
   Filtraciónfiltered through a pad of celite and
3. 3
   Concentraciónconcentrated in-vacuo
4. 4
   OtroThe residue was purified on silica gel using 1% methanol in dichloromethane

Procedimiento

To the solution of Methyl-3-bromo-5-fluorobenzoate (1.97 g, 8.44 mmol) in toluene (40 ml) added Pyridine-3-boronic acid-1,3-propanediol ester (1.79 g, 7.63 mmol), potassium carbonate (11.66 g, 84.4 mmol) and tetrakis(triphenylphoshine)palladium (O) (0.49, 0.42 mmol), sequentially. The resulting brownish yellow reaction mixture was heated at 120° C. under argon overnight. The reaction mixture was cooled to room temperature, filtered through a pad of celite and concentrated in-vacuo. The residue was purified on silica gel using 1% methanol in dichloromethane to isolate the title compound (0.92 g, 47%) as a yellow solid.

Fuente