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

Name: 5-Chloro-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one
Brand: ChemScene
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CAS No. 136888-08-9
Cat. No. CS-0050548
Purity≥97%
MDL No.None

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5-Chloro-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one|CS-0050548

Structure of 136888-08-9

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Description

5-Chloro-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one is a bench-stable heterocyclic scaffold featuring a chlorinated pyrrolopyridinone core. This electron-deficient system integrates readily into medicinal chemistry campaigns, enabling direct coupling in cross-coupling and bioconjugation workflows. The chlorine substituent provides a handle for further functionalization, while the lactam moiety enhances solubility and target engagement in kinase-directed drug discovery.

Application

5-Chloro-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one serves as a versatile heterocyclic building block for medicinal chemistry and synthetic organic applications. Its electrophilic chlorine atom enables facile palladium-catalyzed cross-coupling reactions, while the lactam functionality provides hydrogen-bonding capacity and structural rigidity. The compound exhibits good bench stability and facilitates the construction of complex polycyclic scaffolds relevant to kinase inhibitors and other bioactive molecules.

General Information

CAS No. 136888-08-9
Cat. No. CS-0050548
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂O
Molecular Weight 168.58
Synonym(s) 5-chloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one
SMILES ClC1=CC=C2NC(=O)CC2=N1

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

Key Words

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

CAS No. 136888-08-9

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