[2,7]NAPHTHYRIDIN-1-YLAMINE Chemical Properties

Boiling point:

363.7±27.0 °C(Predicted)

Density 

1.292±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

5.54±0.30(Predicted)

Appearance

White to light yellow Solid

Safety Information

HS Code 

2933998090

[2,7]NAPHTHYRIDIN-1-YLAMINE Usage And Synthesis

Synthesis

To 4-((E)-2-dimethylamino vinyl) nicotinonitrile (253 g) was added ammonium formate (810 g) followed by acetic acid (300 mL) in a 4 L reaction vessel. The reaction mixture was heated to reflux at 115°C for 20 hours. Upon completion of the reaction, it was cooled to room temperature, diluted with the addition of water (5 L) and extracted several times with dichloromethane (0.5 L x 10). After combining the organic phases, the pH of the aqueous phase was adjusted with sodium hydroxide (160 g) to 10. Subsequently, the aqueous phase was extracted with methyl tert-butyl ether, and the organic phase was separated and dried with anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure, and after drying, 2,7-naphthyridin-1-amine (59 g) was obtained with a molecular weight of 145.16 g/mol (M+H measured value of 146), and the NMR spectrum was consistent with the target product.

References

[1] Patent: US2015/252041, 2015, A1. Location in patent: Paragraph 0166