Reacción #41238

ord-b1a9954e7f62418bba554a5b375725f8

Ecuación de reacción

N#Cc1ccc(Cl)nc1
6-Chloronicotinonitrile
C1CNCCN1
piperazine
N#Cc1ccc(N2CCNCC2)nc1
title compound
N#Cc1ccc(N2CCNCC2)nc1
6-Piperazin-1-yl-nicotinonitrile

Reactivos

Ninguno

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe mixture was cooled to room temperature
  2. 2
    Extracciónextracted with dichloromethane (5×)
  3. 3
    SecadoThe combined organics were dried over sodium sulfate
  4. 4
    Filtraciónfiltered
  5. 5
    Concentraciónconcentrated

Procedimiento

6-Chloronicotinonitrile (500 mg, 3.61 mmole) and piperazine (930 mg, 10.8 mmole) were dissolved in 20 ml of acetonitrile and heated at 60° C. under N2 for 5 hours. The mixture was cooled to room temperature, diluted with water and extracted with dichloromethane (5×). The combined organics were dried over sodium sulfate, filtered, and concentrated to provide the title compound. 1H NMR (300 MHz, CDCl3) δ 8.40 (d, J=1.70 Hz, 1H) 7.60 (dd, J=8.81, 2.37 Hz, 1H) 6.59 (d, J=8.48 Hz, 1H) 3.57-3.75 (m, 4H) 2.91-3.05 (m, 4H); MS (M+H)+=189.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07728031B2uspto-grants-2010_06