反応 #2402

反応方程式

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

収率 91.1%

溶媒

tetrahydrofuran

反応条件

後処理

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

実験手順

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).

出典