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

Name: 6-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine
Brand: ChemScene
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CAS No. 1357946-55-4
Cat. No. CS-0187187
Molecule weight323.92
Purity≥97%
MDL No.None

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6-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine|CS-0187187

Structure of 1357946-55-4

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General Information

CAS No. 1357946-55-4
Cat. No. CS-0187187
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrIN₃
Molecular Weight 323.92
Synonym(s) None
SMILES C1=CC(=NC2=NNC(=C12)I)Br

Description

6-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine features a dual halogenated pyrazolopyridine core, enabling direct functionalization in cross-coupling reactions. The bromo and iodo substituents occupy electronically distinct positions, offering orthogonal reactivity for sequential derivatization. This scaffold integrates readily into complex heterocyclic systems, particularly in medicinal chemistry applications requiring precise substitution patterns.

Application

6-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine serves as a versatile bifunctional building block for the synthesis of complex heterocyclic scaffolds. Its complementary halogenation pattern enables sequential cross-coupling reactions via palladium-catalyzed processes, facilitating efficient construction of biaryl and fused polycyclic systems. The molecule exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for medicinal chemistry and process development 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 41.57
LogP 2.325
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

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

CAS No. 1357946-55-4

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