4-Chloro-5-cyano-7-azaindole

Name: 4-Chloro-5-cyano-7-azaindole
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CAS No. 920966-02-5
Cat. No. CS-B0491
Molecule weight177.59
Purity≥96%
MDL No.MFCD09965877

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General Information

CAS No. 920966-02-5
Cat. No. CS-B0491
Purity ≥96%
MDL No. MFCD09965877
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClN₃
Molecular Weight 177.59
Synonym(s) 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile
SMILES N#CC1=CN=C(NC=C2)C2=C1Cl

Description

4-Chloro-5-cyano-7-azaindole is a heterocyclic scaffold featuring a chlorinated and cyano-substituted azaindole core, offering enhanced electron-withdrawing character and improved solubility in polar solvents. This structure integrates readily into pharmaceutical intermediates and functional materials, where its planar geometry and defined polarity support efficient coupling reactions under standard conditions.

Application

4-Chloro-5-cyano-7-azaindole serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized azaindole scaffolds. Its chloro and cyano groups facilitate palladium-catalyzed cross-coupling reactions and nucleophilic substitution, offering robust handles for diversification. The molecule exhibits excellent bench stability and compatibility with common reaction conditions, making it well-suited for iterative synthesis workflows in API development.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 52.47
LogP 2.08798
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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4-Chloro-5-cyano-7-azaindole

CAS No. 920966-02-5

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