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

Name: 6-Chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one
Brand: ChemScene
Availability: InStock
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CAS No. 1000342-80-2
Cat. No. CS-0033955
Purity≥97%
MDL No.MFCD08690138

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6-Chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one|CS-0033955

Structure of 1000342-80-2

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General Information

CAS No. 1000342-80-2
Cat. No. CS-0033955
Purity ≥97%
MDL No. MFCD08690138
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-1,3-dihydro-2H-pyrrolo[3,2-c]pyridin-2-one
SMILES O=C(N1)CC2=C1C=C(Cl)N=C2

Description

6-Chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one is a heterocyclic building block featuring a chlorinated pyrrolopyridinone core. This scaffold integrates a reactive ketone and a chlorine substituent, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The molecule exhibits enhanced stability under standard bench conditions and serves as a key intermediate in the synthesis of bioactive compounds and pharmaceutical candidates.

Application

6-Chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one serves as a versatile heterocyclic building block for medicinal chemistry and synthetic organic research. Its chlorine substituent enables facile palladium-catalyzed cross-coupling reactions, while the pyrrolopyridinone core provides structural rigidity and hydrogen-bonding capability. The compound exhibits good bench stability and facilitates efficient derivatization in standard reaction conditions, making it well-suited for the construction of complex scaffolds in drug discovery programs.

Synthesis

Route1
- 1190862-39-5
- ~91%
- In-stock
  
  1000342-80-2
References
- Laboratorios Almirall, S.A. Patent: EP2108641 A1, 2009 ; Location in patent: Page/Page column 49-50 ;
Route2
- In-stock
  
  74976-31-1
- ~%
- In-stock
  
  1000342-80-2
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 18 p. 5270 - 5273

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 Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 1000342-80-2

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