반응 #2406

반응 방정식

N-[5-bromo-6-(2-hydroxyethoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide

sodium hydride

hydrochloric acid

ammonium chloride

2-chloro-5-methylthiopyrimidine

→

N-{5-bromo-6-[2-(5-methylthiopyrimidin-2-yloxy)ethoxy]pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide

수율 83.6%

용매

dimethylacetamide

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture is stirred at room temperature overnight
2. 2
   추출extracted with ethyl acetate
3. 3
   세척The ethyl acetate layer is washed
4. 4
   기타dried
5. 5
   기타evaporated
6. 6
   기타to remove the solvent
7. 7
   기타The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1)
8. 8
   기타recrystallized from hexane/ethyl acetate

실험 절차

To a solution of N-[5-bromo-6-(2-hydroxyethoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide (3.10 g) in dimethylacetamide (30 ml) is added sodium hydride (60% dispersion-type, 720 mg), and the mixture is stirred at room temperature for 30 minutes. To the mixture is added 2-chloro-5-methylthiopyrimidine (1.51 g), and the mixture is stirred at room temperature overnight. The reaction solution is treated with 10% hydrochloric acid and saturated ammonium chloride solution, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1), and recrystallized from hexane/ethyl acetate to give N-{5-bromo-6-[2-(5-methylthiopyrimidin-2-yloxy)ethoxy]pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide (3.34 g).

출처