Reacción #10015

Ecuación de reacción

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

caesium carbonate

isopropyl iodide

dioxane

→

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

Disolventes

ethyl acetate

—

mixture

DMF

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe organic phase is washed with water
2. 2
   Secadodried over sodium sulfate
3. 3
   OtroAfter removal of the solvent
4. 4
   Otrothe residue is chromatographed over silica gel (mobile phase: CH2Cl2:methanol=9:1)
5. 5
   OtroThe crystalline precipitate obtained on concentration
6. 6
   Filtraciónis filtered off
7. 7
   Otrodried

Procedimiento

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).

Fuente