Reacción #2368

Ecuación de reacción

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

Rendimiento 32.9%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture is refluxed for four hours
2. 2
   OtroRaney-nickel is removed by filtration
3. 3
   Lavadowashed with ethanol and acetic acid
4. 4
   ConcentraciónThe filtrate is concentrated under reduced pressure
5. 5
   Extracciónthe residue is extracted with ethyl acetate
6. 6
   LavadoThe ethyl acetate layer is washed
7. 7
   Otrodried
8. 8
   Otroevaporated
9. 9
   Otroto remove the solvent
10. 10
    OtroThe residue is purified by silica gel column chromatography (solvent; chloroform/methanol=10:1)
11. 11
    Otrorecrystallized from ethyl acetate/n-hexane

Procedimiento

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.

Fuente