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Ethyl 4-chloro-8-methoxyquinoline-3-carboxylate

  • CAS No. 27568-05-4

  • Cat. No. CS-0072973
  • Purity≥98%
  • MDL No.None

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

Ethyl 4-chloro-8-methoxyquinoline-3-carboxylate|CS-0072973

Structure of 27568-05-4

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General Information

  • CAS No. 27568-05-4
  • Cat. No. CS-0072973
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₂ClNO₃
  • Molecular Weight 265.69
  • Synonym(s) 3-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl ester
  • SMILES O=C(OCC)C1=C(Cl)C2=CC=CC(OC)=C2N=C1

Description

Ethyl 4-chloro-8-methoxyquinoline-3-carboxylate features a quinoline core with complementary electron-withdrawing and donor substituents, enabling efficient coupling in cross-coupling reactions. The methoxy group enhances solubility and stabilizes reaction intermediates, while the chloro and ester functionalities serve as key handles for further derivatization in medicinal chemistry and materials synthesis.

Application

Ethyl 4-chloro-8-methoxyquinoline-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic chlorine site. The methoxy group at the C8 position enhances solubility and modulates electronic properties, while the ester functionality supports further derivatization. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to substituted quinoline scaffolds relevant to medicinal chemistry and agrochemical research.

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   48.42
  • LogP   3.0735
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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