반응 #2399

ord-5cec6056ae4c4169bd4252bc117b2be6

반응 방정식

Cc1ccc(-c2c(N=[N+]=[N-])ncnc2OCCO)cc1
2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol
Cc1ccc(-c2c(N)ncnc2OCCO)cc1
2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol
수율 89.7%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타is subjected to catalytic hydrogenation at room temperature under hydrogen atmosphere
  2. 2
    기타for one hour
  3. 3
    기타The catalyst is removed by filtration
  4. 4
    농축the filtrate is concentrated under reduced pressure
  5. 5
    기타The residue is recrystallized from ethyl acetate/n-hexane

실험 절차

A mixture of 2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (19.6 g), 10% palladium-carbon (50% moist) (4.0 g) and ethanol (240 ml) is subjected to catalytic hydrogenation at room temperature under hydrogen atmosphere (1 atm) for one hour. The catalyst is removed by filtration, and the filtrate is concentrated under reduced pressure. The residue is recrystallized from ethyl acetate/n-hexane to give 2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol (15.9 g).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05728706uspto-grants-1998_03