Reacción #431027

Ecuación de reacción

1-naphthyl boronic acid

2-amino-4-chloro-5,6-dimethylpyrimidine

ethyl alcohol

sodium carbonate

→

2-amino-5,6-dimethyl-4-(naphth-1-yl)-pyrimidine

Rendimiento 38.5%

Disolventes

1,2-dimethoxyethane

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato reflux (about 80° to 90° C.) for 14 hours
2. 2
   Filtraciónfiltered
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   OtroThe solvent was removed under reduced pressure
5. 5
   Otrothe resultant yellow solid was recrystallized

Procedimiento

A stirred heterogeneous solution of 1-naphthyl boronic acid (0.382 g), 2-amino-4-chloro-5,6-dimethylpyrimidine (0.350 g), tetrakis(triphenylphosphine)palladium(0) (0.153 g), ethyl alcohol (8 mL), water (4 mL), 1,2-dimethoxyethane (8 mL) and sodium carbonate (0.85 g), was heated to reflux (about 80° to 90° C.) for 14 hours. The solution was then cooled to room temperature, filtered and extracted with ethyl acetate. The solvent was removed under reduced pressure and the resultant yellow solid was recrystallized to give 2-amino-5,6-dimethyl-4-(naphth-1-yl)-pyrimidine (0.213 g), m.p. 213.5°-215.1° C.

Fuente