Reacción #2329003

ord-472d4c255d49435e873579756197c59b

Ecuación de reacción

Cl.Nc1ccc(O)cc1O
4-Aminoresorcinol hydrochloride
CCN(CC)CC
triethylamine
COc1ccc(C=O)cn1
6-Methoxynicotinaldehyde
COc1ccc(C=Nc2ccc(O)cc2O)cn1
4-{[(6-methoxypyridin-3-yl)methylene]amino}benzene-1,3-diol

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvents were removed under reduced pressure
  2. 2
    workup.ADDITIONthe mixture diluted with EtOAc
  3. 3
    Lavadowashed with brine (2×)
  4. 4
    Secadodried (Na2SO4)
  5. 5
    Filtraciónfiltered
  6. 6
    Otroevaporated
  7. 7
    Otroto give 1.31 g as a dark solid
  8. 8
    OtroThe crude product was taken to the next step without further purification

Procedimiento

4-Aminoresorcinol hydrochloride (3.09 mmol) and triethylamine (3.25 mmol) were dissolved in dry methanol (20 mL). 6-Methoxynicotinaldehyde (3.09) was added and the mixture was stirred overnight. The solvents were removed under reduced pressure, the mixture diluted with EtOAc, washed with brine (2×), dried (Na2SO4), filtered and evaporated to give 1.31 g as a dark solid. The crude product was taken to the next step without further purification. MS m/z (M+H) 245.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07670591B2uspto-grants-2010_03