Réaction #926

ord-819df65591774363bb9b76f5effae47b

Équation de réaction

Nc1ncccc1C=O
2-Aminonicotinaldehyde
CC(=O)c1c(F)cccc1F
2,6-difluoroacetophenone
[K+].[OH-]
KOH
Fc1cccc(F)c1-c1ccc2cccnc2n1
desired product
Rendement 79.0%
Fc1cccc(F)c1-c1ccc2cccnc2n1
2-(2',6'-Difluorophenyl)-1,8-naphthyridine
Rendement 79.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreafter the exothermic reaction
  2. 2
    workup.ADDITIONit is poured onto water
  3. 3
    Filtrationthe residue which is deposited is filtered off with suction

Mode opératoire

2-Aminonicotinaldehyde (2.44 g, 20 mmol) and 2,6-difluoroacetophenone (3.28 g, 21 mmol) are dissolved in 20 ml of MeOH. The mixture is treated dropwise with 3 ml of 40% KOH and, after the exothermic reaction has subsided, it is poured onto water and the residue which is deposited is filtered off with suction. 3.8 g (79% yield) of the desired product are obtained. M.p. 100°-103° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723413uspto-grants-1998_03