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CS-W001157 4
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6-Chloropyrazine-2-carboxylic acid

  • CAS No. 23688-89-3

  • Cat. No. CS-W005070
  • Molecule weight158.54
  • Purity≥96%
  • MDL No.MFCD00837871

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

6-Chloropyrazine-2-carboxylic acid|CS-W005070

Structure of 23688-89-3

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General Information

  • CAS No. 23688-89-3
  • Cat. No. CS-W005070
  • Purity ≥96%
  • MDL No. MFCD00837871
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClN₂O₂
  • Molecular Weight 158.54
  • Synonym(s) 2-pyrazinecarboxylic acid, 6-chloro-
  • SMILES C1=NC=C(Cl)N=C1C(=O)O

Description

6-Chloropyrazine-2-carboxylic acid features a chlorine-substituted pyrazine core paired with a carboxylic acid group, enabling direct functionalization in heterocyclic synthesis. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and agrochemical frameworks, offering enhanced reactivity under standard conditions.

Application

6-Chloropyrazine-2-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyrazine core through palladium-catalyzed cross-coupling reactions. Its carboxylic acid group facilitates salt formation and derivatization, while the chlorine atom provides a reliable handle for nucleophilic substitution under mild conditions. The molecule exhibits good bench stability and compatibility with common protecting groups, making it suitable for modular synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
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    • In-stock
      6-Chloropyrazine-2-carboxylic acid|CS-W005070
      23688-89-3

    References

    • Molecules, , vol. 17, # 11 p. 13183 - 13198
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 54, # 21 p. 7678 - 7692
  • Route3
    • Pyrazine-2-carboxylic acid Bortezomib Impurity|CS-0169692
      98-97-5
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      10025-87-3
    • ~%
    • In-stock
      6-Chloropyrazine-2-carboxylic acid|CS-W005070
      23688-89-3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 24, # 2 p. 450 - 453

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   63.08
  • LogP   0.8282
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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