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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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

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.

Synthesis

Route1
- In-stock
  
  16013-85-7
- 105-53-3
- ~%
- In-stock
  
  136888-08-9
References
- Journal of Heterocyclic Chemistry, , vol. 33, # 2 p. 287 - 293
Route2
- In-stock
  
  16013-85-7
- ~%
- In-stock
  
  136888-08-9
References
- US2013/158066 A1, ;

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-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 41.99
LogP 1.2296
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine 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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