Reaktion #10015

Reaktionsgleichung

2-chloro-6-(4-nitro-phenyl-amino)-purine

caesium carbonate

isopropyl iodide

dioxane

→

2-Chloro-9-isopropyl-6-(4-nitro-phenyl-amino)-9H-purine

Lösungsmittel

ethyl acetate

—

mixture

DMF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe organic phase is washed with water
2. 2
   Trocknendried over sodium sulfate
3. 3
   SonstigeAfter removal of the solvent
4. 4
   Sonstigethe residue is chromatographed over silica gel (mobile phase: CH2Cl2:methanol=9:1)
5. 5
   SonstigeThe crystalline precipitate obtained on concentration
6. 6
   Filtrationis filtered off
7. 7
   Sonstigedried

Vorschrift

A mixture comprising 0.87 g (3 mmol) of 2-chloro-6-(4-nitro-phenyl-amino)-purine, 0.15 g (4.5 mmol) of caesium carbonate and 1.8 ml (18 mmol) of isopropyl iodide is stirred in 22 ml of a mixture comprising dioxane:water:DMF in a ratio of 2:1:4 at 100° C. for 48 h. Thereafter, the reaction mixture is diluted with ethyl acetate and the organic phase is washed with water and dried over sodium sulfate. After removal of the solvent, the residue is chromatographed over silica gel (mobile phase: CH2Cl2:methanol=9:1). The crystalline precipitate obtained on concentration is filtered off and dried. 2-Chloro-9-isopropyl-6-(4-nitro-phenyl-amino)-9H-purine is obtained; m.p.>260° C.; FAB-MS: (M+H)+=333; Rf=0.8 (CH2Cl2:methanol=9:1).

Quelle