反应 #2402

反应方程式

ammonium chloride

5-bromo-2-chloropyrimidine

2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol

sodium hydride

→

6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-amine

收率 91.1%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他the mixture is evaporated
2. 2
   其他to remove the solvent
3. 3
   过滤The precipitated crystals are collected by filtration
4. 4
   洗涤washed
5. 5
   其他dried
6. 6
   其他The crude crystals are purified by silica gel column chromatography (solvent; chloroform/methanol=100:1~80:1)
7. 7
   其他recrystallized from tetrahydrofuran/diethyl ether

实验过程

To a solution of 2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (7.54 g) in tetrahydrofuran (150 ml) is added sodium hydride (60% dispersion-type, 1.47 g), and thereto is added 5-bromo-2-chloropyrimidine (7.73 g), and the mixture is stirred at room temperature overnight. To the reaction solution is added saturated aqueous ammonium chloride solution, and the mixture is evaporated to remove the solvent. The precipitated crystals are collected by filtration, washed and dried. The crude crystals are purified by silica gel column chromatography (solvent; chloroform/methanol=100:1~80:1), and recrystallized from tetrahydrofuran/diethyl ether to give 6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-amine (11.27 g).

来源