5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile Chemical Properties

Density 

1.37

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

Appearance

Light brown to brown Solid

Safety Information

HS Code 

2933399990

5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile Usage And Synthesis

Synthesis

To 2-hydrazinopyridine (3.00 g, 27.5 mmol) and ethoxymethylene malononitrile (3.37 g, 27.5 mmol) in 50 mL of ethanol, triethylamine (3.8 mL, 27.5 mmol) was added. The reaction mixture was heated to reflux for about 3.5 hours. After completion of the reaction, it was cooled to room temperature and the precipitated solid was collected to afford the white solid product 5-amino-1-(2-pyridyl)-1H-pyrazole-4-carbonitrile (4.33 g, 85% yield). The product was characterized by 1H NMR (DMSO-d6): δ 8.46 (dd, 1H), 8.11 (brs, 2H), 8.01 (m, 1H), 7.88 (s, 1H), 7.84 (d, 1H), 7.35 (m, 1H) ppm.

References

[1] Patent: WO2004/9597, 2004, A2. Location in patent: Page 21
[2] European Journal of Organic Chemistry, 2018, vol. 2018, # 13, p. 1514 - 1524
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 9, p. 2121 - 2125
[4] Organic and Biomolecular Chemistry, 2007, vol. 5, # 17, p. 2758 - 2761
[5] Patent: US2007/161662, 2007, A1