Reaktion #2364

Reaktionsgleichung

Compound A

N-{6-(2-aminoethoxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide hydrochloride

2-chloropyrimidine

potassium carbonate

dimethylacetamide

→

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

Ausbeute 161.1%

Lösungsmittel

ammonium chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis heated
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenThe extract is washed
4. 4
   Sonstigedried
5. 5
   SonstigeThe solvent is evaporated
6. 6
   Sonstigeto remove the solvent
7. 7
   Sonstigethe residue is purified by silica gel column chromatography (solvent; chloroform/methanol=100:1)
8. 8
   Sonstigefurther recrystallized from ethyl acetate/n-hexane

Vorschrift

A mixture of Compound A (150 mg), 2-chloropyrimidine (61 mg), potassium carbonate (122 mg) and dimethylacetamide (1.5 ml) is heated with stirring at 100° C. for three days. The reaction solution is diluted with aqueous ammonium chloride solution, and extracted with ethyl acetate. The extract is washed and dried. The solvent is evaporated to remove the solvent, and the residue is purified by silica gel column chromatography (solvent; chloroform/methanol=100:1) and further recrystallized from ethyl acetate/n-hexane to give 4-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(2-pyrimidinylamino)ethoxy}-pyrimidin-4-yl]benzenesulfonamide hydrate (135 mg) as crystals.

Quelle