반응 #2368

반응 방정식

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

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

수율 32.9%

용매

ethanol

반응 조건

후처리

1. 1
   온도the mixture is refluxed for four hours
2. 2
   기타Raney-nickel is removed by filtration
3. 3
   세척washed with ethanol and acetic acid
4. 4
   농축The filtrate is concentrated under reduced pressure
5. 5
   추출the residue is extracted with ethyl acetate
6. 6
   세척The ethyl acetate layer is washed
7. 7
   기타dried
8. 8
   기타evaporated
9. 9
   기타to remove the solvent
10. 10
    기타The residue is purified by silica gel column chromatography (solvent; chloroform/methanol=10:1)
11. 11
    기타recrystallized from ethyl acetate/n-hexane

실험 절차

A mixture of 4-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(2-methylthiopyrimidin-4-yloxy)ethoxy}pyrimidin-4-yl]benzenesulfonamide (250 mg), Raney-nickel (W-2) (2 g) and ethanol (5 ml) is stirred at room temperature overnight, and the mixture is refluxed for four hours. Raney-nickel is removed by filtration, and washed with ethanol and acetic acid. The filtrate is concentrated under reduced pressure, and the residue is 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=10:1), and recrystallized from ethyl acetate/n-hexane to give 4-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(pyrimidin-4-yloxy)ethoxy}pyrimidin-4-yl]benzenesulfonamide (76 mg) as crystals.

출처