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

Name: 4-Bromo-1H,2H,3H-pyrrolo[2,3-b]pyridine
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CAS No. 1393534-35-4
Cat. No. CS-0051019
Purity≥97%
MDL No.None

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4-Bromo-1H,2H,3H-pyrrolo[2,3-b]pyridine|CS-0051019

Structure of 1393534-35-4

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General Information

CAS No. 1393534-35-4
Cat. No. CS-0051019
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrN₂
Molecular Weight 199.05
Synonym(s) 4-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine
SMILES BrC1=CC=NC2=C1CCN2

Description

4-Bromo-1H,2H,3H-pyrrolo[2,3-b]pyridine is a heterocyclic building block featuring a brominated pyrrolopyridine core. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions and serves as a key intermediate in medicinal chemistry. The bromine atom provides a site for palladium-catalyzed transformations, while the fused ring system offers rigidity and defined geometry. Bench-stable and compatible with standard synthetic protocols, it integrates efficiently into complex molecular architectures.

Application

4-Bromo-1H,2H,3H-pyrrolo[2,3-b]pyridine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. Its stable, bench-ready nature facilitates straightforward incorporation into pharmaceutical and agrochemical scaffolds via Suzuki-Miyaura, Stille, or Negishi transformations.

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 24.92
LogP 1.8121
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 1393534-35-4

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