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

Name: 3-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine
Brand: ChemScene
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CAS No. 116855-03-9
Cat. No. CS-W005920
Molecule weight212.05
Purity≥98%
MDL No.MFCD11878034

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3-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine|CS-W005920

Structure of 116855-03-9

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General Information

CAS No. 116855-03-9
Cat. No. CS-W005920
Purity ≥98%
MDL No. MFCD11878034
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrN₃
Molecular Weight 212.05
Synonym(s) 3-bromo-1-methylpyrazolopyridine
SMILES CN1N=C(Br)C2=CC=CN=C21

Description

3-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine features a brominated pyrazolopyridine core that enables direct functionalization in cross-coupling reactions. The methyl group enhances solubility and electronic modulation, while the bromine serves as a reactive handle for Pd-catalyzed transformations. This compound is bench-stable and well-suited for building complex heterocyclic architectures in medicinal chemistry and materials science.

Application

3-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine serves as a versatile building block for the synthesis of biologically active heterocycles. Its bromine atom enables palladium-catalyzed cross-coupling reactions, facilitating the construction of complex molecular architectures. The pyrazolopyridine core provides structural rigidity and favorable pharmacophore properties, while the methyl group enhances solubility and metabolic stability. This compound exhibits excellent bench stability and compatibility with standard synthetic protocols, making it well-suited for medicinal chemistry campaigns and process development.

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 30.71
LogP 1.7308
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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

CAS No. 116855-03-9

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