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CS-W001157 4
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Ethyl imidazo[1,2-a]pyrazine-2-carboxylate

  • CAS No. 77112-52-8

  • Cat. No. CS-W003528
  • Purity≥98%
  • MDL No.MFCD08460079

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

Ethyl imidazo[1,2-a]pyrazine-2-carboxylate|CS-W003528

Structure of 77112-52-8

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General Information

  • CAS No. 77112-52-8
  • Cat. No. CS-W003528
  • Purity ≥98%
  • MDL No. MFCD08460079
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉N₃O₂
  • Molecular Weight 191.19
  • Synonym(s) Imidazo[1,2-a]pyrazine-2-carboxylic acid, ethyl ester
  • SMILES CCOC(C1=CN2C=CN=CC2=N1)=O

Description

Ethyl imidazo[1,2-a]pyrazine-2-carboxylate features a fused heterocyclic core with enhanced electron density at the pyrazine ring, enabling efficient coupling in transition-metal-catalyzed reactions. The ester functionality offers solubility in common organic solvents and stability under standard bench conditions, facilitating straightforward incorporation into complex molecular architectures.

Application

Ethyl imidazo[1,2-a]pyrazine-2-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its fused imidazopyrazine core exhibits stability under standard synthetic conditions and enables direct functionalization at the pyrazine ring. The ester group facilitates further derivatization via hydrolysis or nucleophilic substitution, while the electron-deficient framework supports transition-metal-catalyzed coupling reactions. This compound functions effectively in the synthesis of bioactive scaffolds and drug candidates requiring extended π-conjugation and moderate lipophilicity.

Synthesis

  • Route1
    • In-stock
      Pyrazinamine|CS-D1606
      5049-61-6
    • null|null
      70-23-5
    • ~30%
    • In-stock
      Ethyl imidazo[1,2-a]pyrazine-2-carboxylate|CS-W003528
      77112-52-8

    References

    • Abignente; Arena; de Caprariis; Nuzzetti; Marmo; Lampa; Rosatti; Ottavo Farmaco, Edizione Scientifica, 1981 , vol. 36, # 1 p. 61 - 80
  • Route2

    References

    • US2013/236468 A1, ; Paragraph 0344 ;
  • Route3
    • In-stock
      Pyrazinamine|CS-D1606
      5049-61-6
    • null|null
      65868-37-3
    • ~%
    • In-stock
      Ethyl imidazo[1,2-a]pyrazine-2-carboxylate|CS-W003528
      77112-52-8

    References

    • Journal of Medicinal Chemistry, , vol. 27, # 2 p. 206 - 212

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   56.49
  • LogP   0.906
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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