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1H-Pyrazolo[3,4-b]pyridine

CAS No.
271-73-8
Chemical Name:
1H-Pyrazolo[3,4-b]pyridine
Synonyms
Pyrazolo[3,4-b]pyridine;7-Azaindazole;7-Aza-1H-indazole;1H-PYRAZO[3,4-B]PYRIDINE;1H-Pyrazolo[3,4-b]pyridine;Pyrazolo[3,4-b]pyridine>1H-Pyrazolo[3,4-b]pyridine ,97%;1H-pyrazolo[3,4-b]pyridine(SALTDATA: FREE)
CBNumber:
CB9422236
Molecular Formula:
C6H5N3
Molecular Weight:
119.12
MDL Number:
MFCD05663981
MOL File:
271-73-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:56:28

1H-Pyrazolo[3,4-b]pyridine Properties

Melting point 99-101°C
Boiling point 120°C/0.1mmHg(lit.)
Density 1.38±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform, Ethyl Acetate
pka 5.92±0.20(Predicted)
form Solid
color reddish-brown
InChI InChI=1S/C6H5N3/c1-2-5-4-8-9-6(5)7-3-1/h1-4H,(H,7,8,9)
InChIKey GVLRTOYGRNLSDW-UHFFFAOYSA-N
SMILES C12NN=CC1=CC=CN=2

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335-H302
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xn
Risk Statements  22-20/21/22
Safety Statements  36/37
TSCA  No
HS Code  29331990
NFPA 704
1
2 0

1H-Pyrazolo[3,4-b]pyridine price More Price(74)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical P2285 Pyrazolo[3,4-b]pyridine >98.0%(HPLC)(T) 271-73-8 200mg $35 2026-04-30 Buy
TCI Chemical P2285 Pyrazolo[3,4-b]pyridine >98.0%(HPLC)(T) 271-73-8 1g $118 2026-04-30 Buy
Usbiological 286552 1H-pyrazolo[3,4-b]pyridine Asreported 271-73-8 1g $382 2026-06-03 Buy
Usbiological 286552 1H-pyrazolo[3,4-b]pyridine Asreported 271-73-8 2g $526 2026-06-03 Buy
Usbiological 286552 1H-pyrazolo[3,4-b]pyridine Asreported 271-73-8 5g $798 2026-06-03 Buy
Product number Packaging Price Buy
P2285 200mg $35 Buy
P2285 1g $118 Buy
286552 1g $382 Buy
286552 2g $526 Buy
286552 5g $798 Buy

1H-Pyrazolo[3,4-b]pyridine Chemical Properties,Uses,Production

Chemical Properties

Pale Orange Solid

Uses

A pyrazole derivative as kinase inhibitors.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 7, p. 247, 1970 DOI: 10.1002/jhet.5570070146

Synthesis

2-Chloro-3-pyridinecarboxaldehyde

36404-88-3

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

271-73-8

General procedure for the synthesis of 1H-pyrazolo[3,4-b]pyridine from 2-chloro-3-pyridinecarboxaldehyde: Hydrazine hydrate (10 mL) was added to a mixture of 2-chloro-3-formylpyridine (5.00 g, 35 mmol) and p-toluenesulfonic acid (3.50 g, 18 mmol). The reaction mixture was stirred at 130 °C for 3 hours. Upon completion of the reaction, the mixture was cooled with cold water and subsequently extracted with ethyl acetate. The organic phases were combined and dried with anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to afford the target compound 1H-pyrazolo[3,4-b]pyridine (3.65 g, 87% yield) as a yellow solid. The melting point of the compound was 88-90 °C (literature value 97-98 °C). Its Fourier transform infrared spectrum (KBr) showed characteristic absorption peaks: νmax/cm-1 3450 (NH), 3089, 3026 (aromatic CH), 2958, 2915 (CH), 1606, 1588, 1509, 1470, 1429 (C=N, C=C). The NMR hydrogen spectrum (300 MHz, CDCl3) data are as follows: δ/ppm 1.69 (s, 1H, NH), 7.19 (dd, 1H, J=4.7 and 7.5 Hz, ArH, 5-H), 8.12 (s, 1H, ArH, 3-H), 8.15 (d, 1H, J=8.1 Hz, ArH, 4-H), 8.63 (d, 1H, J=4.5Hz, ArH, 6-H).

References

[1] European Journal of Medicinal Chemistry, 2012, vol. 57, p. 311 - 322
[2] Journal of Organic Chemistry, 2017, vol. 82, # 23, p. 12300 - 12306
[3] Journal of the Brazilian Chemical Society, 2013, vol. 24, # 8, p. 1295 - 1306
[4] Patent: EP1921078, 2008, A1. Location in patent: Page/Page column 32
[5] Patent: US2007/21442, 2007, A1. Location in patent: Page/Page column 56

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View Lastest Price from 1H-Pyrazolo[3,4-b]pyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1H-PYRAZOLO[3,4-B]PYRIDINE pictures 2023-07-25 1H-PYRAZOLO[3,4-B]PYRIDINE
271-73-8
25kg 99% 20tons Jiangsu Magic Biotechnology Co., Ltd
1H-Pyrazolo[3,4-b]pyridine pictures 2023-03-23 1H-Pyrazolo[3,4-b]pyridine
271-73-8
1kg 98% 1000kg Unipharm pharmaceutical industry Co., Ltd
1H-PYRAZOLO[3,4-B]PYRIDINE pictures 2019-07-06 1H-PYRAZOLO[3,4-B]PYRIDINE
271-73-8
$1.00 1kg 98% 100KG Career Henan Chemical Co

1H-Pyrazolo[3,4-b]pyridine Spectrum

1H-PYRAZO[3,4-B]PYRIDINE 1H-Pyrazolo[3,4-b]pyridine ,97% 7-Azaindazole 1H-pyrazolo[3,4-b]pyridine(SALTDATA: FREE) 7-Aza-1H-indazole Pyrazolo[3,4-b]pyridine> Pyrazolo[3,4-b]pyridine 1H-Pyrazolo[3,4-b]pyridine 271-73-8 271-73-4 271-71-8 271-37-8 Heterocycle-Pyridine series Heterocycles Inhibitors Intermediates & Fine Chemicals Pharmaceuticals