Reacción #2410

ord-2f3278729434431a9be2a0b527dc71ea

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe mixture is evaporated
  2. 2
    Otroto 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
    Extracciónextracted with ethyl acetate/tetrahydrofuran
  6. 6
    LavadoThe organic layer is washed
  7. 7
    Otrodried
  8. 8
    Otroevaporated
  9. 9
    Otroto remove the solvent

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05728706uspto-grants-1998_03