Reacción #1914812

ord-c275d2d2912d488dbea11a462a090235

Ecuación de reacción

NNc1ccccn1
2-hydrazinopyridine
CCOC=CC#N
3-ethoxyacrylonitrile
NNc1ccccn1
2-Hydrazinopyridine
Nc1ccnn1-c1ccccn1
2-pyridin-2-yl-2H-pyrazol-3-ylamine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato reflux for 5 h
  2. 2
    Temperaturato reflux for 4 h
  3. 3
    Concentraciónthe mixture is concentrated under reduced pressure until the excess hydrazinopyridine
  4. 4
    Otrohas precipitated
  5. 5
    OtroThe filtrate was purified by column chromatography

Procedimiento

A solution of 2-hydrazinopyridine (38.9 g, 453 mmol) was slowly added to a solution of 3-ethoxyacrylonitrile (31.5 g, 324 mmol) in pentanol (155 ml). The reaction mixture was brought to reflux for 5 h. 2-Hydrazinopyridine (10.6 g, 97 mmol) was again added and the reaction was allowed to continue to reflux for 4 h. The progress of the reaction is observed by TLC and, when the reaction is complete, the mixture is concentrated under reduced pressure until the excess hydrazinopyridine has precipitated. The filtrate was purified by column chromatography to give 2-pyridin-2-yl-2H-pyrazol-3-ylamine in the form of a white solid (2.75 g, 5.3%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07056354B2uspto-grants-2006_06