Reaktion #2368

Reaktionsgleichung

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

Ausbeute 32.9%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture is refluxed for four hours
2. 2
   SonstigeRaney-nickel is removed by filtration
3. 3
   Waschenwashed with ethanol and acetic acid
4. 4
   EinengenThe filtrate is concentrated under reduced pressure
5. 5
   Extraktionthe residue is extracted with ethyl acetate
6. 6
   WaschenThe ethyl acetate layer is washed
7. 7
   Sonstigedried
8. 8
   Sonstigeevaporated
9. 9
   Sonstigeto remove the solvent
10. 10
    SonstigeThe residue is purified by silica gel column chromatography (solvent; chloroform/methanol=10:1)
11. 11
    Sonstigerecrystallized from ethyl acetate/n-hexane

Vorschrift

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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