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

  • CAS No. 346599-62-0

  • Cat. No. CS-0004789
  • Molecule weight168.58
  • Purity≥95%
  • MDL No.MFCD11518939

*For research and further manufacturing use only, not for direct human use.

4-Chloro-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one|CS-0004789

Structure of 346599-62-0

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General Information

  • CAS No. 346599-62-0
  • Cat. No. CS-0004789
  • Purity ≥95%
  • MDL No. MFCD11518939
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂O
  • Molecular Weight 168.58
  • Synonym(s) 4-Chloro-1H-pyrrolo[2,3-B]pyridin-2(3H)-one
  • SMILES O=C1CC2=C(Cl)C=CN=C2N1

Description

4-Chloro-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one is a heterocyclic scaffold featuring a chlorinated pyrrolopyridinone core with enhanced electron deficiency. This structure integrates readily into medicinal chemistry campaigns, offering high functional group tolerance and stability under standard conditions. The compound serves as a direct building block for kinase inhibitors and other bioactive molecules, enabling efficient access to complex architectures through straightforward coupling reactions.

Application

4-Chloro-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its chlorine atom facilitates direct substitution under mild conditions, while the pyrrolopyridinone core offers structural rigidity and favorable pharmacophore properties. The compound exhibits excellent bench stability and compatibility with diverse reaction conditions, making it well-suited for medicinal chemistry campaigns and process-scale applications.

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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Computational Chemistry Data

  • TPSA   41.99
  • LogP   1.2296
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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