反応 #431027

反応方程式

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

収率 38.5%

溶媒

1,2-dimethoxyethane

water

反応条件

後処理

1. 1
   温度to reflux (about 80° to 90° C.) for 14 hours
2. 2
   ろ過filtered
3. 3
   抽出extracted with ethyl acetate
4. 4
   その他The solvent was removed under reduced pressure
5. 5
   その他the resultant yellow solid was recrystallized

実験手順

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.

出典