4-Chloro-1H-pyrazolo[3,4-b]pyridine

CAS No. 29274-28-0
Cat. No. CS-W003800
Purity≥97%
MDL No.MFCD11846313

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4-Chloro-1H-pyrazolo[3,4-b]pyridine|CS-W003800

Structure of 29274-28-0

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Description

4-Chloro-1H-pyrazolo[3,4-b]pyridine is a heterocyclic scaffold featuring a chlorinated pyrazolopyridine core, offering enhanced electron-withdrawing character and structural rigidity. This moiety integrates readily into kinase inhibitor architectures and serves as a key building block in medicinal chemistry campaigns targeting purine-binding sites.

Application

4-Chloro-1H-pyrazolo[3,4-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its chlorine substituent facilitates reliable C–H activation and Suzuki-Miyaura coupling, while the fused pyrazolopyridine core provides structural rigidity and favorable pharmacophoric properties for target-directed synthesis. The compound exhibits excellent bench stability and compatibility with common purification methods, making it well-suited for scalable applications in API development and library synthesis.

General Information

CAS No. 29274-28-0
Cat. No. CS-W003800
Purity ≥97%
MDL No. MFCD11846313
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃
Molecular Weight 153.57
Synonym(s) 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene
SMILES Clc1ccnc2c1cn[nH]2

Computational Chemistry Data

TPSA 41.57
LogP 1.6113
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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4-Chloro-1H-pyrazolo[3,4-b]pyridine

CAS No. 29274-28-0

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