5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

Name: 5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
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CAS No. 954112-61-9
Cat. No. CS-0004620
Purity≥97%
MDL No.MFCD12962789

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5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde|CS-0004620

Structure of 954112-61-9

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General Information

CAS No. 954112-61-9
Cat. No. CS-0004620
Purity ≥97%
MDL No. MFCD12962789
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂O
Molecular Weight 180.59
Synonym(s) 5-Chloro-7-azaindole-3-carboxaldehyde
SMILES O=CC1=CNC2=NC=C(Cl)C=C21

Description

5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde delivers a rigid heteroaromatic scaffold with a reactive aldehyde group positioned for downstream functionalization. This electron-deficient system integrates readily into synthetic routes requiring planar, polarized architectures. The chloro substituent enhances electrophilicity and supports further derivatization via cross-coupling or nucleophilic addition.

Application

5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to nitrogen-rich heterocyclic scaffolds. The aldehyde functionality facilitates reductive amination, Wittig reactions, and conjugate additions, while the chloro and pyrrolopyridine moieties offer sites for palladium-catalyzed cross-coupling. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for modular synthesis of bioactive compounds.

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 45.75
LogP 2.0288
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

CAS No. 954112-61-9

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