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4,6-Dichloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

  • CAS No. 1190322-13-4

  • Cat. No. CS-0051106
  • Molecule weight203.03
  • Purity≥97%
  • MDL No.None

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

4,6-Dichloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one|CS-0051106

Structure of 1190322-13-4

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General Information

  • CAS No. 1190322-13-4
  • Cat. No. CS-0051106
  • Purity ≥97%
  • MDL No. None
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Cl₂N₂O
  • Molecular Weight 203.03
  • Synonym(s) 4,6-Dichloro-7-aza-2-oxindole
  • SMILES ClC1=NC2=C(CC(=O)N2)C(Cl)=C1

Description

4,6-Dichloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one is a chlorinated heterocyclic scaffold featuring two electron-withdrawing chlorine substituents at the 4 and 6 positions. This configuration enhances electrophilicity at the C2 carbonyl carbon, enabling efficient coupling reactions in late-stage functionalization. The compound exhibits bench-stable behavior and tolerates a range of reaction conditions, making it valuable for medicinal chemistry and materials synthesis.

Application

4,6-Dichloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The dichloro substitution pattern enables selective functionalization via palladium-catalyzed cross-coupling reactions, while the pyrrolopyridinone core exhibits favorable bench stability and compatibility with common protecting group strategies. Its reactivity profile facilitates efficient access to substituted analogs in medicinal chemistry campaigns.

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

Quality Control

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Computational Chemistry Data

  • TPSA   41.99
  • LogP   1.883
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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