1H-Pyrazolo[3,4-b]pyridine-5-carbonitrile

Name: 1H-Pyrazolo[3,4-b]pyridine-5-carbonitrile
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CAS No. 1234616-67-1
Cat. No. CS-W007040
Purity≥98%
MDL No.None

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1H-Pyrazolo[3,4-b]pyridine-5-carbonitrile|CS-W007040

Structure of 1234616-67-1

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General Information

CAS No. 1234616-67-1
Cat. No. CS-W007040
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄N₄
Molecular Weight 144.13
Synonym(s) (E)-tert-Butyl 5-(3-methoxy-3-oxoprop-1-en-1-yl)-1H-pyrazolo[3,4-b]pyridine-1-carboxylate
SMILES N#CC1=CN=C(NN=C2)C2=C1

Description

1H-Pyrazolo[3,4-b]pyridine-5-carbonitrile is a heterocyclic scaffold featuring a fused pyrazole-pyridine core with a nitrile group at the 5-position. This electron-deficient system enables efficient coupling in transition-metal-catalyzed reactions and serves as a key building block for bioactive molecule synthesis. The nitrile moiety enhances molecular polarity and provides a handle for derivatization.

Application

1H-Pyrazolo[3,4-b]pyridine-5-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to fused pyrazolopyridine scaffolds. Its nitrile group facilitates downstream functionalization via hydrolysis, nucleophilic addition, or coupling reactions, while the core structure exhibits good bench stability and compatibility with standard synthetic protocols. Functions effectively in transition-metal-catalyzed cross-couplings and serves as a key intermediate in the development of kinase inhibitors and other bioactive molecules.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 65.36
LogP 0.82958
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Drug Discovery Inflammation/Immunology IRAK4

Key Words

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1H-Pyrazolo[3,4-b]pyridine-5-carbonitrile

CAS No. 1234616-67-1

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