반응 #2365

반응 방정식

ammonium chloride

2-chloropyrimidine

Compound B

4-tert-butyl-N-{6-(2-hydroxyethylamino)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

sodium hydride

→

4-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(pyrimidin-2-yloxy)ethylamino}pyrimidin-4-yl]benzenesulfonamide

수율 92.5%

용매

dimethylacetamide

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The ethyl acetate layer is washed
3. 3
   기타dried
4. 4
   기타evaporated
5. 5
   기타to remove the solvent
6. 6
   기타The residue is purified by silica gel column chromatography (solvent; chloroform/methanol=20:1)
7. 7
   기타crystallized from chloroform/diisopropyl ether

실험 절차

To a solution of Compound B (116 mg) obtained in Example 19-(1) in dimethylacetamide (2 ml) is added sodium hydride (60% dispersion-type, 33 mg), and thereto is added 2-chloropyrimidine (40 mg). The reaction solution is stirred at room temperature overnight, and the mixture is treated with saturated aqueous 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/methanol=20:1), and crystallized from chloroform/diisopropyl ether to give 4-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(pyrimidin-2-yloxy)ethylamino}pyrimidin-4-yl]benzenesulfonamide (125 mg) as crystals.

출처