4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine

CAS No. 425380-38-7
Cat. No. CS-W022115
Purity≥98%
MDL No.MFCD11848529

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4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine|CS-W022115

Structure of 425380-38-7

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General Information

CAS No. 425380-38-7
Cat. No. CS-W022115
Purity ≥98%
MDL No. MFCD11848529
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClN₂
Molecular Weight 231.48
Synonym(s) 4-BroMo-7-chloro-6-azaindole
SMILES ClC1=NC=C(Br)C2=C1NC=C2

Description

4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine is a heterocyclic building block featuring bromo and chloro substituents at electron-deficient positions, enabling efficient cross-coupling reactions. This scaffold integrates readily into pharmaceutical intermediates and functional materials due to its stability and predictable reactivity under standard conditions.

Application

4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine serves as a versatile heterocyclic building block for the synthesis of kinase inhibitors and other bioactive scaffolds. The molecule enables palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity, with bromine typically undergoing selective transformation. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  67443-38-3
- 1826-67-1
- ~35%
- In-stock
  
  425380-38-7
References
- Zhang, Zhongxing; Yang, Zhong; Meanwell, Nicholas A.; Kadow, John F.; Wang, Tao Journal of Organic Chemistry, 2002 , vol. 67, # 7 p. 2345 - 2347

Safety Information

Download SDS

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 28.68
LogP 2.9788
H_Acceptors 1
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 Pyrrole compounds

Key Words

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4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine

CAS No. 425380-38-7

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