반응 #2402

반응 방정식

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

수율 91.1%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타the mixture is evaporated
2. 2
   기타to remove the solvent
3. 3
   여과The precipitated crystals are collected by filtration
4. 4
   세척washed
5. 5
   기타dried
6. 6
   기타The crude crystals are purified by silica gel column chromatography (solvent; chloroform/methanol=100:1~80:1)
7. 7
   기타recrystallized from tetrahydrofuran/diethyl ether

실험 절차

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).

출처