3-Bromo-2-methylpyrazolo[1,5-a]pyridine

CAS No. 53902-98-0
Cat. No. CS-0197592
Purity≥96%
MDL No.None

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3-Bromo-2-methylpyrazolo[1,5-a]pyridine|CS-0197592

Structure of 53902-98-0

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Description

3-Bromo-2-methylpyrazolo[1,5-a]pyridine features a fused heterocyclic core with orthogonal substitution at the 3-bromo and 2-methyl positions, enabling direct functionalization in cross-coupling reactions. This bench-stable scaffold integrates readily into pharmaceutical intermediates, offering high reactivity under standard Pd-catalyzed conditions. The electron-deficient pyridine ring enhances regioselective coupling, while the methyl group provides steric control.

Application

3-Bromo-2-methylpyrazolo[1,5-a]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the methyl substituent enhances solubility and modulates electronic properties. The fused pyrazolo[1,5-a]pyridine core provides structural rigidity and favorable pharmacophoric characteristics, making it a reliable scaffold for constructing bioactive molecules and functionalized aromatic systems.

General Information

CAS No. 53902-98-0
Cat. No. CS-0197592
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂
Molecular Weight 211.06
Synonym(s) None
SMILES BrC=1C(=NN2C=CC=CC12)C

Computational Chemistry Data

TPSA 17.3
LogP 2.40522
H_Acceptors 2
H_Donors 0
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

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3-Bromo-2-methylpyrazolo[1,5-a]pyridine

CAS No. 53902-98-0

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