Реакция #2368

Уравнение реакции

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

Выход 32.9%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Температураthe mixture is refluxed for four hours
2. 2
   ДругоеRaney-nickel is removed by filtration
3. 3
   Промывкаwashed with ethanol and acetic acid
4. 4
   КонцентрированиеThe filtrate is concentrated under reduced pressure
5. 5
   Экстракцияthe residue is extracted with ethyl acetate
6. 6
   ПромывкаThe ethyl acetate layer is washed
7. 7
   Другоеdried
8. 8
   Другоеevaporated
9. 9
   Другоеto remove the solvent
10. 10
    ДругоеThe residue is purified by silica gel column chromatography (solvent; chloroform/methanol=10:1)
11. 11
    Другоеrecrystallized from ethyl acetate/n-hexane

Методика

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.

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