Reaktion #431027

Reaktionsgleichung

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

Ausbeute 38.5%

Lösungsmittel

1,2-dimethoxyethane

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux (about 80° to 90° C.) for 14 hours
2. 2
   Filtrationfiltered
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   SonstigeThe solvent was removed under reduced pressure
5. 5
   Sonstigethe resultant yellow solid was recrystallized

Vorschrift

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.

Quelle