Réaction #496004

Équation de réaction

sodium hydride

8-(2-chlorophenyl)-6-(4-ethylpiperazin-1-yl)-2-methyl-9H-purine

bromomethyl methyl ether

→

title compound

Rendement 11.1%

8-(2-Chlorophenyl)-6-(4-ethylpiperazin-1-yl)-9-(methoxymethyl)-2-methyl-purine

Rendement 11.1%

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   TempératureWarm the reaction mixture to room temperature
2. 2
   workup.STIRRINGstir for one hour
3. 3
   AutreQuench the reaction mixture with water
4. 4
   Autreremove the tetrahydrofuran
5. 5
   Autreby evaporation
6. 6
   Extractionextract the reaction mixture with dichloromethane
7. 7
   SéchageDry the organic layer over anhydrous sodium sulfate
8. 8
   Filtrationfilter
9. 9
   Concentrationconcentrate
10. 10
    Autreto give the residue
11. 11
    AutrePurify the residue through preparative reverse phase HPLC (X-Bridge column, 5 mM NH4OAc/acetonitrile)

Mode opératoire

Add sodium hydride (0.031 g, 0.0013 mol) to a solution of 8-(2-chlorophenyl)-6-(4-ethylpiperazin-1-yl)-2-methyl-9H-purine (0.233 g, 0.00065 mol) in dry tetrahydrofuran (20 mL) at 0° C. Stir the reaction mixture for 15 min, then cool to −30° C. and add bromomethyl methyl ether (0.081 g, 0.00065 mol). Warm the reaction mixture to room temperature and stir for one hour. Quench the reaction mixture with water, remove the tetrahydrofuran by evaporation and then extract the reaction mixture with dichloromethane. Dry the organic layer over anhydrous sodium sulfate, filter, and concentrate to give the residue. Purify the residue through preparative reverse phase HPLC (X-Bridge column, 5 mM NH4OAc/acetonitrile) to give the title compound (0.029 g). ES/MS m/z 401 (M+1).

Source