5-Bromo-1H-pyrazolo[3,4-b]pyridine

CAS No. 875781-17-2
Cat. No. CS-D0844
Purity≥97%
MDL No.MFCD05663982

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5-Bromo-1H-pyrazolo[3,4-b]pyridine|CS-D0844

Structure of 875781-17-2

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Description

5-Bromo-1H-pyrazolo[3,4-b]pyridine features a fused heterocyclic core with a bromine substituent at the 5-position, enabling direct functionalization in cross-coupling reactions. This electron-deficient scaffold integrates readily into bioactive molecules and serves as a key building block for pharmaceutical intermediates and agrochemicals.

Application

5-Bromo-1H-pyrazolo[3,4-b]pyridine serves as a versatile building block for constructing biologically active heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. Its bromo substituent facilitates efficient derivatization in Suzuki, Stille, and Negishi couplings, while the fused pyrazolo[3,4-b]pyridine core provides structural rigidity and enhanced electron-deficient character suitable for medicinal chemistry applications. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, supporting its utility in scalable synthesis workflows.

General Information

CAS No. 875781-17-2
Cat. No. CS-D0844
Purity ≥97%
MDL No. MFCD05663982
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) None
SMILES BrC1=CN=C(NN=C2)C2=C1

Computational Chemistry Data

TPSA 41.57
LogP 1.7204
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-P330-P362+P364-P405-P501

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Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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5-Bromo-1H-pyrazolo[3,4-b]pyridine

CAS No. 875781-17-2

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