Reaktion #2401

ord-c45d1e41cd734870bba0fc8cf09b8c4c

Reaktionsgleichung

[Cl-].[NH4+]
ammonium chloride
Cc1ccc(-c2c(N)ncnc2Cl)cc1
6-chloro-5-(4-methylphenyl)pyrimidin-4-amine
[H-].[Na+]
sodium hydride
OCCO
ethylene glycol
Cc1ccc(-c2c(N)ncnc2OCCO)cc1
2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeis reacted at 70° C. for two hours
  2. 2
    Sonstigereacted at 90° C. for five hours
  3. 3
    Extraktionextracted with ethyl acetate
  4. 4
    WaschenThe ethyl acetate layer is washed
  5. 5
    Sonstigedried
  6. 6
    Sonstigeevaporated
  7. 7
    Sonstigeto remove the solvent
  8. 8
    SonstigeThe residue is crystallized from hexane/ethyl acetate

Vorschrift

A mixture of 6-chloro-5-(4-methylphenyl)pyrimidin-4-amine (500 mg), ethylene glycol (10 ml) and sodium hydride (60% dispersion-type, 0.46 g) is reacted at 70° C. for two hours, and reacted at 90° C. for five hours. The mixture is treated with saturated aqueous ammonium chloride solution, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is crystallized from hexane/ethyl acetate to give 2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (422 mg).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05728706uspto-grants-1998_03