1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) Chemical Properties

Melting point:

158-160°

Boiling point:

255.7±23.0 °C(Predicted)

Density 

1.31±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

6.52±0.20(Predicted)

Appearance

Light yellow to yellow Solid

CAS DataBase Reference

116834-96-9

Safety Information

Risk Statements 

20/21/22

Safety Statements 

36/37

HazardClass 

IRRITANT

HS Code 

29331990

1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) Usage And Synthesis

Chemical Properties

White solid

Synthesis

Step 3: Synthesis of 3-methyl-1H-pyrazolo[3,4-b]pyridine 1-(2-chloropyridin-3-yl)ethanone (22 g, 0.1415 mol) was dissolved with 98% hydrazine hydrate (113 g, 2.21 mol) in ethanol (300 mL) and reacted at reflux for 12 hours. Upon completion of the reaction, about 80% of the ethanol was removed by distillation under reduced pressure using a rotary evaporator. The residue was cooled to room temperature and the precipitated solid was collected by filtration and washed with cold water. The resulting product was dried to constant weight at 90 °C to give 3-methyl-1H-pyrazolo[3,4-b]pyridine (16 g, 85% yield) with a melting point of 152-154 °C. 1H NMR (CDCl3) δ: 8.62 (dd, J = 4.5, 1.4 Hz, 1H), 8.08 (dd, J = 8.0, 1.4 Hz, 1H), 7.15 (dd, J = 8.0, 4.5 Hz, 1H), 2.64 (s, 3H). MS (FAB) m/z: 133 (M++1).

References

[1] European Journal of Medicinal Chemistry, 2012, vol. 57, p. 311 - 322
[2] Patent: US2006/47126, 2006, A1. Location in patent: Page/Page column 30
[3] Patent: WO2011/5759, 2011, A2. Location in patent: Page/Page column 77-78
[4] Canadian Journal of Chemistry, 1988, vol. 66, # 3, p. 420-428
[5] Patent: WO2011/84486, 2011, A1. Location in patent: Page/Page column 106; 111

1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI)(116834-96-9)Related Product Information

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