Реакция #979146

Уравнение реакции

4-Aminonicotinaldehyde

2,6-dichlorophenylacetonitrile

NaOH

→

title compound

Выход 84.4%

3-[2,6-Dichlorophenyl]-1,6-naphthyridin-2-amine

Выход 84.4%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture is cooled to ambient temperature
2. 2
   Другоеthe solvents are evaporated under reduced pressure
3. 3
   workup.ADDITIONThe residue is diluted with 700 uL of DMSO
4. 4
   Фильтрацияfiltered
5. 5
   Другоеpurified with preparative reverse phase chromatography

Методика

4-Aminonicotinaldehyde (100 mg, 0.78 millimole (hereinafter “mmol”)), 2,6-dichlorophenylacetonitrile (217 mg, 1.2 mmol), 10% aqueous NaOH (0.101 mL, 0.25 mmol) and 700 uL of absolute ethanol are combined and heated at 65° C. for 24 hours (hereinafter “h”). The reaction mixture is cooled to ambient temperature and the solvents are evaporated under reduced pressure. The residue is diluted with 700 uL of DMSO filtered and purified with preparative reverse phase chromatography to afford the title compound as a yellow solid (191 mg, 84% yield). MS ES+ m/z=290.

Источник