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

Name: 5-Chloro-1H-pyrrolo[3,2-b]pyridine-3-carbonitrile
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CAS No. 1260382-96-4
Cat. No. CS-0160683
Molecule weight177.59
Purity≥97%
MDL No.MFCD18380894

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5-Chloro-1H-pyrrolo[3,2-b]pyridine-3-carbonitrile|CS-0160683

Structure of 1260382-96-4

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General Information

CAS No. 1260382-96-4
Cat. No. CS-0160683
Purity ≥97%
MDL No. MFCD18380894
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClN₃
Molecular Weight 177.59
Synonym(s) 5-Chloro-3-cyano-4-azaindole
SMILES N#CC1=CNC2=CC=C(Cl)N=C21

Description

5-Chloro-1H-pyrrolo[3,2-b]pyridine-3-carbonitrile features a fused heterocyclic core bearing a chloro substituent at the 5-position and a nitrile group at the 3-position. This electron-deficient scaffold enables direct coupling in cross-coupling reactions and serves as a key building block in medicinal chemistry for targeted kinase inhibitors and bioactive small molecules.

Application

5-Chloro-1H-pyrrolo[3,2-b]pyridine-3-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via Pd-catalyzed cross-coupling and nucleophilic substitution reactions. Its chloro and nitrile groups provide orthogonal reactivity for sequential functionalization, while the fused pyrrolopyridine core offers structural rigidity and favorable electronic properties. Bench-stable and readily purified by chromatography, it facilitates scalable synthesis of complex nitrogen-containing architectures relevant to drug discovery programs.

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-P280-P302+P352

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

CAS No. 1260382-96-4

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