1H-PYRAZOLO[4,3-B]PYRIDINE Chemical Properties

Boiling point:

294.5±13.0 °C(Predicted)

Density 

1.348±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

Solid

pka

10.94±0.30(Predicted)

Appearance

Off-white to light yellow Solid

InChI

InChI=1S/C6H5N3/c1-2-5-6(7-3-1)4-8-9-5/h1-4H,(H,8,9)

InChIKey

AMFYRKOUWBAGHV-UHFFFAOYSA-N

SMILES

C12C=NNC1=CC=CN=2

CAS DataBase Reference

272-52-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2933399990

1H-PYRAZOLO[4,3-B]PYRIDINE Usage And Synthesis

Synthesis

1-(1H-pyrazolo[4,3-b]pyridin-1-yl)ethanone (973 mg, 6.04 mmol) was used as a raw material, which was dissolved in a solvent mixture of THF/MeOH (1:1, 16 mL). 10% NaOH aqueous solution (1.8 mL) was added. The reaction mixture was stirred at room temperature for 30 min, followed by neutralization of the reaction solution with 1.0 M HCl, dilution with water and extraction with EtOAc (2×). The organic phases were combined, washed with brine, dried over MgSO4 and concentrated to give 687 mg (96% yield) of 1H-pyrazolo[4,3-b]pyridine as a light yellow solid.1H NMR (DMSO-d6, 300 MHz) δ (ppm): 13.29 (br.s, 1H), 8.50 (d, J = 4.5 Hz, 1H), 8.27 (s , 1H), 8.00 (d, J = 8.7 Hz, 1H), 7.34 (dd, J = 8.7, 4.5 Hz, 1H).

References

[1] Patent: WO2013/30138, 2013, A1. Location in patent: Page/Page column 253
[2] Patent: EP1510516, 2005, A1. Location in patent: Page/Page column 135

1H-PYRAZOLO[4,3-B]PYRIDINE(272-52-6)Related Product Information

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• Pyrazolo[1,5-a]pyridine-2-carboxylic acid
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• Indazole
• 6-BROMO-1H-PYRAZOLO[4,3-B]PYRIDIN-3-AMINE
• 6-BROMO-3-METHYL-1H-PYRAZOLO[4,3-B]PYRIDINE
• 5-CHLORO-3H-IMIDAZO[4,5-B]PYRIDINE
• 3-AMINO-1H-PYRAZOLO[4,3-B]PYRIDINE-5-CARBONITRILE
• 3-(4-CHLOROPHENYL)-1-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-6-(TRIFLUOROMETHYL)-1H-PYRAZOLO[4,3-B]PYRIDINE
• 1-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-3-PHENYL-6-(TRIFLUOROMETHYL)-1H-PYRAZOLO[4,3-B]PYRIDINE
• 3-PHENYL-6-(TRIFLUOROMETHYL)-1H-PYRAZOLO[4,3-B]PYRIDINE
• 3-(4-CHLOROPHENYL)-1-(6-CHLORO-2-PYRIDINYL)-6-(TRIFLUOROMETHYL)-1H-PYRAZOLO[4,3-B]PYRIDINE
• 6-METHOXY-1H-PYRAZOLO[4,3-B]PYRIDIN-3-AMINE
• 1-(2,4-DICHLOROPHENYL)-3-(3-PYRIDINYL)-6-(TRIFLUOROMETHYL)-1H-PYRAZOLO[4,3-B]PYRIDINE
• 3-(2,4-DICHLOROPHENYL)-1-PHENYL-6-(TRIFLUOROMETHYL)-1H-PYRAZOLO[4,3-B]PYRIDINE
• 3-(4-CHLOROPHENYL)-1-[2-NITRO-4-(TRIFLUOROMETHYL)PHENYL]-6-(TRIFLUOROMETHYL)-1H-PYRAZOLO[4,3-B]PYRIDINE