Reaktion #1888867

Reaktionsgleichung

2-(2-Methoxy-ethoxy)-ethyl amine

ethanol

4-chloro-1-(3,5-dimethyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidine

isopropyl ether

→

[1-(3,5-Dimethyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidine-4-yl]-[2-(2-methoxy-ethoxy)-ethyl]-amine

Ausbeute 56.8%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeconnected to a mechanical stirrer
2. 2
   workup.ADDITIONthermometer socket, condenser and addition funnel
3. 3
   SonstigeReaction mass temperature
4. 4
   Temperaturwas raised
5. 5
   Temperaturto reflux
6. 6
   TemperaturMaintained the mass temperature
7. 7
   Temperaturat reflux for 5 hours
8. 8
   SonstigeReaction mass temperature
9. 9
   TemperaturMaintained the mass temperature at 25-30° C. for 60 min
10. 10
    SonstigeReaction mass temperature
11. 11
    Temperaturcooled to 0-5° C
12. 12
    TemperaturMaintained the mass temperature at 0-5° C. for 60 min
13. 13
    SonstigeSolid does not formed
14. 14
    workup.DISTILLATIONDistilled off Ethanol completely under vacuum
15. 15
    SonstigeCrude oily mass was obtained
16. 16
    SonstigeSolid was formed
17. 17
    FiltrationSolid was filtered
18. 18
    Waschensolid was washed with 50.0 ml of isopropyl ether
19. 19
    SonstigeCompound was dried under vacuum at 60-65° C
20. 20
    SonstigeDry weight of the compound

Vorschrift

60.0 ml of ethanol and 10.0 g (0.038 mol) of 4-chloro-1-(3,5-dimethyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidine (Compound No. 79) were charged into a 250 ml of 4 necked round bottom flask connected to a mechanical stirrer, thermometer socket, condenser and addition funnel. 22.40 g (0.18 mol) of 2-(2-Methoxy-ethoxy)-ethyl amine was charged at 25-30° C. under stirring. Reaction mass temperature was raised to reflux. Maintained the mass temperature at reflux for 5 hours. Reaction mass temperature was cooled to 25-30° C. Maintained the mass temperature at 25-30° C. for 60 min. Reaction mass temperature cooled to 0-5° C. Maintained the mass temperature at 0-5° C. for 60 min. Solid does not formed. Distilled off Ethanol completely under vacuum. Crude oily mass was obtained. Oily mass was dissolved in 45 ml of acetonitrile. 300.0 ml of isopropyl ether was added. Solid was formed. Solid was filtered and solid was washed with 50.0 ml of isopropyl ether. Compound was dried under vacuum at 60-65° C. Dry weight of the compound: 7.50 g (yield—56.80%). Melting point: 90.4° C.

Quelle