Reacción #70937

ord-7aefa85fdb384f84909f8b63b5bf7eac

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction mixture was heated
  2. 2
    Temperaturato reflux for 5 hours
  3. 3
    Otrothe solvent was removed by evaporation
  4. 4
    workup.DISSOLUTIONThe residue was then dissolved in a dichloromethane/isopropanol mixture (50 mL, 70:30)
  5. 5
    Lavadothe organic phase was washed with water
  6. 6
    Secadodried over anhydrous magnesium sulphate
  7. 7
    Filtraciónfiltered
  8. 8
    Otroevaporated
  9. 9
    OtroThe crude product was recrystallized from ethanol

Procedimiento

To a solution of (E)-N-((dimethylamino)methylene)-3,4-dimethoxy-5-nitrobenzamide (1.12 g, 4 mmol) ethanol (30 mL) was added 2-(trifluoromethyl)nicotinimidamide (0.756 g, 4 mmol). The reaction mixture was heated to reflux for 5 hours. It was cooled to room temperature and the solvent was removed by evaporation. The residue was then dissolved in a dichloromethane/isopropanol mixture (50 mL, 70:30) and the organic phase was washed with water, dried over anhydrous magnesium sulphate, filtered and evaporated. The crude product was recrystallized from ethanol to give 2-(3,4-dimethoxy-5-nitrophenyl)-4-(2-(trifluoromethyl)pyridin-3-yl)-1,3,5-triazine, 1.221 g (75%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08536203B2uspto-grants-2013_09