3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine

Name: 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 866546-09-0
Cat. No. CS-0004723
Purity≥97%
MDL No.MFCD11100204

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3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine|CS-0004723

Structure of 866546-09-0

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Description

3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine is a heteroaryl halide featuring complementary electrophilic sites for cross-coupling. The bromo group enables palladium-catalyzed reactions, while the chloro substituent offers orthogonal reactivity under selective conditions. This scaffold integrates readily into complex molecular architectures through modular transformations.

Application

3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block for the synthesis of pharmaceutical intermediates and functional materials. Its complementary halogenation pattern enables selective metal-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with excellent functional group tolerance. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

General Information

CAS No. 866546-09-0
Cat. No. CS-0004723
Purity ≥97%
MDL No. MFCD11100204
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClN₂
Molecular Weight 231.48
Synonym(s) 3-Bromo-5-chloro-7-azaindole
SMILES BrC1=CNC2=NC=C(Cl)C=C21

Computational Chemistry Data

TPSA 28.68
LogP 2.9788
H_Acceptors 1
H_Donors 1
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

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine

CAS No. 866546-09-0

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