Reacción #56847

Ecuación de reacción

sodium carbonate

4,6-dichloro-pyrimidin-2-ylamine

5-chloro-2-ethoxy-phenyl boronic acid

triphenylphosphine

→

4-chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamine

Rendimiento 73.3%

Disolventes

Acetone

glyme

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónthe mixture was filtered through a pad of celite under suction
2. 2
   ConcentraciónThe filtrated was concentrated under reduced pressure
3. 3
   Otrothe residue was purified by flash chromatography on silica gel eluting with 15% ethyl acetate-hexane

Procedimiento

To a mixture of 4,6-dichloro-pyrimidin-2-ylamine (0.50 g, 3.0 mmol), 5-chloro-2-ethoxy-phenyl boronic acid (0.61 g, 3.0 mmol), palladium (II) acetate (0.10 g, 0.46 mmol), and triphenylphosphine (0.24 g, 0.91 mmol) was added a solution of sodium carbonate (1.6 g, 15.2 mmol) in water (5 ml) followed by glyme (20 ml). The mixture was stirred under an argon atmosphere at room temperature for 3.5 hours. Acetone (20 ml) was added and the mixture was filtered through a pad of celite under suction. The filtrated was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel eluting with 15% ethyl acetate-hexane followed by 20% ethyl acetate-hexane to provide 4-chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamine (0.625 g, 73% yield) as a white powder.

Fuente