Reaktion #979146

Reaktionsgleichung

4-Aminonicotinaldehyde

2,6-dichlorophenylacetonitrile

NaOH

→

title compound

Ausbeute 84.4%

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

Ausbeute 84.4%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle