1H-Pyrrolo[3,2-b]pyridine-3-carbonitrile

Name: 1H-Pyrrolo[3,2-b]pyridine-3-carbonitrile
Brand: ChemScene
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CAS No. 1196151-62-8
Cat. No. CS-0054487
Purity≥97%
MDL No.None

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1H-Pyrrolo[3,2-b]pyridine-3-carbonitrile|CS-0054487

Structure of 1196151-62-8

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General Information

CAS No. 1196151-62-8
Cat. No. CS-0054487
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅N₃
Molecular Weight 143.15
Synonym(s) 3-Cyano-4-azaindole
SMILES N#CC1=CNC2=C1N=CC=C2

Description

1H-Pyrrolo[3,2-b]pyridine-3-carbonitrile offers a rigid, electron-deficient heteroaromatic scaffold ideal for constructing bioactive molecules. This nitrogen-rich core integrates readily into pharmaceutical intermediates, leveraging its planar geometry and polar nitrile group for enhanced binding affinity and metabolic stability in target-directed synthesis.

Application

1H-Pyrrolo[3,2-b]pyridine-3-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds through palladium-catalyzed couplings and nucleophilic additions. Its nitrile group facilitates downstream transformations, including amidation and reduction, while the fused pyrrolopyridine core exhibits favorable stability and solubility for synthetic workflows. This compound functions reliably in multi-step syntheses requiring robust functional group tolerance and predictable reactivity.

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 52.47
LogP 1.43458
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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1H-Pyrrolo[3,2-b]pyridine-3-carbonitrile

CAS No. 1196151-62-8

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