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

Name: 3-Bromo-4-chloro-1H-pyrazolo[3,4-b]pyridine
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CAS No. 1357945-38-0
Cat. No. CS-0137481
Purity≥97%
MDL No.MFCD22380452

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3-Bromo-4-chloro-1H-pyrazolo[3,4-b]pyridine|CS-0137481

Structure of 1357945-38-0

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General Information

CAS No. 1357945-38-0
Cat. No. CS-0137481
Purity ≥97%
MDL No. MFCD22380452
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClN₃
Molecular Weight 232.47
Synonym(s) 4-b]pyridine
SMILES ClC1=C2C(NN=C2Br)=NC=C1

Description

3-Bromo-4-chloro-1H-pyrazolo[3,4-b]pyridine features a fused bicyclic core with complementary halogen substituents enabling diverse cross-coupling transformations. The bromine and chlorine atoms facilitate selective functionalization in palladium-catalyzed reactions, while the electron-deficient pyridine ring enhances reactivity in nucleophilic substitution processes. This scaffold delivers access to complex heterocyclic architectures under standard conditions.

Application

3-Bromo-4-chloro-1H-pyrazolo[3,4-b]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its dual halogenation enables efficient Pd-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig aminations, with excellent functional group tolerance. The molecule exhibits robust bench stability and facilitates the construction of complex polycyclic scaffolds commonly found in kinase inhibitors and bioactive small molecules.

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-H312-H315-H319-H332-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 41.57
LogP 2.3738
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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3-Bromo-4-chloro-1H-pyrazolo[3,4-b]pyridine

CAS No. 1357945-38-0

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