4-Bromo-1,6-dimethyl-1H-pyrazolo[3,4-b]pyridine

CAS No. 1783407-55-5
Cat. No. CS-0137565
Molecule weight226.07
Purity≥98%
MDL No.None

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4-Bromo-1,6-dimethyl-1H-pyrazolo[3,4-b]pyridine|CS-0137565

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General Information

CAS No. 1783407-55-5
Cat. No. CS-0137565
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrN₃
Molecular Weight 226.07
Synonym(s) None
SMILES CC1=CC(Br)=C2C(N(C)N=C2)=N1

Description

4-Bromo-1,6-dimethyl-1H-pyrazolo[3,4-b]pyridine is a sterically hindered heterocyclic scaffold featuring a bromine substituent at the 4-position and methyl groups flanking the pyrazole ring. This electron-deficient core enables direct functionalization in transition-metal-catalyzed coupling reactions. The molecule exhibits bench-stable handling characteristics and integrates readily into diverse synthetic sequences for medicinal chemistry applications.

Application

4-Bromo-1,6-dimethyl-1H-pyrazolo[3,4-b]pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The dimethyl substitution enhances solubility and metabolic stability, while the pyrazolopyridine core provides a rigid, electron-deficient heterocyclic scaffold suitable for target-directed synthesis. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient assembly of complex molecular architectures in drug discovery workflows.

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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Computational Chemistry Data

TPSA 30.71
LogP 2.03922
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

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4-Bromo-1,6-dimethyl-1H-pyrazolo[3,4-b]pyridine

CAS No. 1783407-55-5

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