Reaction #926

Reaction equation

2-Aminonicotinaldehyde

2,6-difluoroacetophenone

KOH

→

desired product

Yield 79.0%

2-(2',6'-Difluorophenyl)-1,8-naphthyridine

Yield 79.0%

Solvents

MeOH

Conditions

Workup

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

Procedure

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