Reaktion #2410

ord-2f3278729434431a9be2a0b527dc71ea

Reaktionsgleichung

Nc1cc(OCCO)ncn1
2-(6-aminopyrimidin-4-yloxy)ethanol
BrBr
bromine
Nc1ncnc(OCCO)c1Br
2-(6-amino-5-bromopyrimidin-4-yloxy)ethanol
Ausbeute 104.7%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe mixture is evaporated
  2. 2
    Sonstigeto remove the solvent
  3. 3
    workup.DISSOLUTIONthe residue is dissolved in ethyl acetate
  4. 4
    workup.ADDITIONThe mixture is treated with saturated aqueous sodium hydrogen carbonate solution
  5. 5
    Extraktionextracted with ethyl acetate/tetrahydrofuran
  6. 6
    WaschenThe organic layer is washed
  7. 7
    Sonstigedried
  8. 8
    Sonstigeevaporated
  9. 9
    Sonstigeto remove the solvent

Vorschrift

To a suspension of 2-(6-aminopyrimidin-4-yloxy)ethanol (400 mg) in methanol (4 ml) is added dropwise a solution of bromine (437 mg) in methanol (2 ml). The mixture is evaporated to remove the solvent, and the residue is dissolved in ethyl acetate. The mixture is treated with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate/tetrahydrofuran. The organic layer is washed, dried, and evaporated to remove the solvent to give 2-(6-amino-5-bromopyrimidin-4-yloxy)ethanol (632 mg).

Quelle

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