Reaktion #496004

Reaktionsgleichung

sodium hydride

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

bromomethyl methyl ether

→

title compound

Ausbeute 11.1%

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

Ausbeute 11.1%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturWarm the reaction mixture to room temperature
2. 2
   workup.STIRRINGstir for one hour
3. 3
   SonstigeQuench the reaction mixture with water
4. 4
   Sonstigeremove the tetrahydrofuran
5. 5
   Sonstigeby evaporation
6. 6
   Extraktionextract the reaction mixture with dichloromethane
7. 7
   TrocknenDry the organic layer over anhydrous sodium sulfate
8. 8
   Filtrationfilter
9. 9
   Einengenconcentrate
10. 10
    Sonstigeto give the residue
11. 11
    SonstigePurify the residue through preparative reverse phase HPLC (X-Bridge column, 5 mM NH4OAc/acetonitrile)

Vorschrift

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).

Quelle