1H-Pyrazolo[3,4-b]pyridin-3-amine

Chemical Properties

Yellow Solid

Synthesis

General procedure for the synthesis of 3-amino-1H-pyrazolo[3,4-b]pyridine from 2-chloro-3-cyanopyridine: 2-chloro-3-cyanopyridine (1.4 mmol) was dissolved in ethanol (10 mL) in a microwave reactor tube, followed by the addition of 5 equivalents of hydrazine hydrate (NH2NH2-H2O). The reaction mixture was placed in a microwave reactor and radiantly heated at 170 °C for 10 min. Upon completion of the reaction, the solvent was removed by rotary evaporator to afford 3-amino-1H-pyrazolo[3,4-b]pyridine in quantitative yield.

References

[1] Patent: WO2007/59219, 2007, A1. Location in patent: Page/Page column 56
[2] Chemical Communications, 2014, vol. 50, # 85, p. 12911 - 12914
[3] Canadian Journal of Chemistry, 1988, vol. 66, # 3, p. 420-428
[4] Journal of Heterocyclic Chemistry, 2012, vol. 49, # 4, p. 763 - 767
[5] European Journal of Medicinal Chemistry, 2013, vol. 68, p. 361 - 371