Reacción #1269881

ord-aaf1de09b56b4f25a2493246eecd75d3

Ecuación de reacción

O=C(O)c1cnccc1Cl
4-chloronicotinic acid
NCc1ccccc1
benzylamine
O=C(O)c1cnccc1NCc1ccccc1
4-(benzylamino)nicotinic acid

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solution obtained
  2. 2
    Otrowas partitioned between water and EtOAc
  3. 3
    OtroThe precipitate formed
  4. 4
    Filtraciónwas filtered off
  5. 5
    Lavadowashed with water, EtOAc
  6. 6
    Otrodried in vacuo

Procedimiento

A mixture of 4-chloronicotinic acid (300 mg, 1.90 mmol) and benzylamine (408 mg, 3.81 mmol) in MeCN (3 mL) was stirred and heated in the microwave (80° C., 200 W) for 1 h. The solution obtained was partitioned between water and EtOAc. The precipitate formed was filtered off, washed with water, EtOAc and dried in vacuo. 4-(benzylamino)nicotinic acid was obtained as a colourless solid (147 mg, 34%). ESI-MS [M+H]+=229.1.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08664214B2uspto-grants-2014_03