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

Name: 4-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine
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CAS No. 916176-52-8
Cat. No. CS-D0731
Molecule weight231.48
Purity≥96%
MDL No.MFCD12828064

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4-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine|CS-D0731

Structure of 916176-52-8

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General Information

CAS No. 916176-52-8
Cat. No. CS-D0731
Purity ≥96%
MDL No. MFCD12828064
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClN₂
Molecular Weight 231.48
Synonym(s) 4-BroMo-5-chloro-7-azaindole
SMILES BrC1=C2C(NC=C2)=NC=C1Cl

Description

4-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine is a heterocyclic building block featuring bromo and chloro substituents at electron-rich positions. This scaffold delivers enhanced reactivity in cross-coupling processes and serves as a key intermediate in the synthesis of bioactive molecules and functional materials.

Application

4-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its dual halogen substituents enable sequential cross-coupling reactions under palladium catalysis, facilitating the construction of complex biaryl and triaryl scaffolds. The molecule exhibits excellent bench stability, moderate reactivity, and compatibility with standard purification techniques, making it well-suited for iterative synthetic workflows in API development and functional material design.

Synthesis

Route1
- 916176-51-7
- ~%
- In-stock
  
  916176-52-8
References
- Vertex Pharmaceuticals Incorporated Patent: US2010/81645 A1, 2010 ; Location in patent: Page/Page column 37 ;

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-P330-P362+P364-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-5-chloro-1H-pyrrolo[2,3-b]pyridine

CAS No. 916176-52-8

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