Reaktion #10013

Reaktionsgleichung

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

caesium carbonate

isopropyl iodide

dioxane

→

2-chloro-9-isopropyl-6-(4-fluoro-phenyl-amino)-9H-purine

Lösungsmittel

ethyl acetate

—

mixture

DMF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe organic phase is washed with water
2. 2
   TrocknenAfter drying over sodium sulfate and removal of the solvent
3. 3
   Sonstigethe residue is chromatographed over silica gel (mobile phase: ethyl acetate:hexane=4:1)
4. 4
   EinengenOn concentration

Vorschrift

A mixture comprising 1 g (3.3 mmol) of 2-chloro-6-(4-fluoro-phenyl-amino)-purine, 2.1 g (6.6 mmol) of caesium carbonate and 2 ml of isopropyl iodide is stirred in 32 ml of a mixture comprising dioxane, water and DMF in a ratio of 2:3:7 at 100° C. for 20 h. Thereafter, the reaction mixture is diluted with ethyl acetate and the organic phase is washed with water. After drying over sodium sulfate and removal of the solvent, the residue is chromatographed over silica gel (mobile phase: ethyl acetate:hexane=4:1). On concentration, 2-chloro-9-isopropyl-6-(4-fluoro-phenyl-amino)-9H-purine is obtained as a crystalline compound. m.p. 154° C.; FAB-MS: (M+H)+=306; Rf=0.2 (ethyl acetate:hexane=4:1).

Quelle