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Ethyl 3-chloroquinoxaline-2-carboxylate

  • CAS No. 49679-45-0

  • Cat. No. CS-W003698
  • Molecule weight236.65
  • Purity≥96%
  • MDL No.MFCD09953512

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

Ethyl 3-chloroquinoxaline-2-carboxylate|CS-W003698

Structure of 49679-45-0

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General Information

  • CAS No. 49679-45-0
  • Cat. No. CS-W003698
  • Purity ≥96%
  • MDL No. MFCD09953512
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉ClN₂O₂
  • Molecular Weight 236.65
  • Synonym(s) 2-Quinoxalinecarboxylic acid, 3-chloro-, ethyl ester
  • SMILES CCOC(C1=NC2=CC=CC=C2N=C1Cl)=O

Description

Ethyl 3-chloroquinoxaline-2-carboxylate features a chlorinated quinoxaline core with a carboxylate ester handle, enabling direct integration into C–H functionalization and cross-coupling cascades. The electron-deficient heterocycle pairs effectively with nucleophiles, while the ethyl ester facilitates derivatization under mild conditions. This scaffold delivers robust reactivity in transition-metal-catalyzed transformations.

Application

Ethyl 3-chloroquinoxaline-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to quinoxaline-based scaffolds. The chloro substituent at the 3-position facilitates nucleophilic aromatic substitution, while the ester group supports further functionalization. Its stability and compatibility with standard coupling reactions make it well-suited for medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1

    References

    • Hamby, James M.; Bauer, Ludwig Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 1013 - 1024
  • Route2
    • null|null
      95-54-5
    • 1,3-Diethyl 2-oxopropanedioate Sodium Valproate  Impurity|CS-0228867
      609-09-6
    • ~%
    • In-stock
      Ethyl 3-chloroquinoxaline-2-carboxylate|CS-W003698
      49679-45-0

    References

    • Mahesh, Radhakrishnan; Devadoss, Thangaraj; Dhar, Arghya Kusum; Venkatesh, Sudali Muthu; Mundra, Sourabh; Pandey, Dilip Kumar; Bhatt, Shvetank; Jindal, Ankur Kumar Archiv der Pharmazie, 2012 , vol. 345, # 9 p. 687 - 694
  • Route3
    • 1,3-Diethyl 2-oxopropanedioate Sodium Valproate  Impurity|CS-0228867
      609-09-6
    • ~%
    • In-stock
      Ethyl 3-chloroquinoxaline-2-carboxylate|CS-W003698
      49679-45-0

    References

    • Gowenlock et al. Journal of the Chemical Society, 1945 , p. 622,625

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

Quality Control

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Computational Chemistry Data

  • TPSA   52.08
  • LogP   2.4599
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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