6-Chloro-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one

Name: 6-Chloro-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one
Brand: ChemScene
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CAS No. 220896-14-0
Cat. No. CS-W009255
Purity≥96%
MDL No.MFCD11518940

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6-Chloro-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one|CS-W009255

Structure of 220896-14-0

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Description

6-Chloro-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 6-position and a lactam carbonyl group. This electron-deficient core integrates readily into medicinal chemistry campaigns, serving as a key building block for kinase inhibitors and bioactive small molecules. The fused pyrrolopyridinone framework offers enhanced metabolic stability and favorable binding interactions in target-directed synthesis.

Application

6-Chloro-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to pyrrolopyridine scaffolds. Its chloro substituent facilitates palladium-catalyzed cross-coupling reactions, while the lactam functionality provides hydrogen bonding capacity and structural rigidity. The compound exhibits excellent bench stability, ease of purification, and compatibility with diverse functional groups, making it well-suited for parallel synthesis campaigns and lead optimization workflows.

General Information

CAS No. 220896-14-0
Cat. No. CS-W009255
Purity ≥96%
MDL No. MFCD11518940
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂O
Molecular Weight 168.58
Synonym(s) 6-Chloro-1H-pyrrolo[2,3-B]pyridin-2(3H)-one
SMILES O=C1NC2=NC(Cl)=CC=C2C1

Computational Chemistry Data

TPSA 41.99
LogP 1.2296
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

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6-Chloro-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one

CAS No. 220896-14-0

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