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CS-W001157 4
Total: USD 88.00

3,6-Dibromopyrazine-2-carboxylic acid

  • CAS No. 957230-68-1

  • Cat. No. CS-0051596
  • Purity≥97%
  • MDL No.None

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

3,6-Dibromopyrazine-2-carboxylic acid|CS-0051596

Structure of 957230-68-1

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General Information

  • CAS No. 957230-68-1
  • Cat. No. CS-0051596
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂Br₂N₂O₂
  • Molecular Weight 281.89
  • Synonym(s) None
  • SMILES OC(=O)C1=NC(Br)=CN=C1Br

Description

3,6-Dibromopyrazine-2-carboxylic acid features a brominated pyrazine core with carboxylic acid functionality, enabling direct conjugation in cross-coupling and bioconjugation workflows. The electron-deficient heterocycle pairs well with palladium catalysts, while the dibromo substitution pattern supports sequential functionalization under mild conditions. This bench-stable reagent integrates efficiently into complex molecular architectures requiring precise halogen placement.

Application

3,6-Dibromopyrazine-2-carboxylic acid serves as a versatile building block for the synthesis of functionalized pyrazine scaffolds. The dibromo substitution enables sequential cross-coupling reactions, while the carboxylic acid group facilitates direct amidation or esterification. Its bench-stable crystalline form and compatibility with palladium-catalyzed transformations make it well-suited for medicinal chemistry and materials science applications requiring precise heterocyclic diversification.

Synthesis

  • Route1

    References

    • de Vicente Fidalgo, Javier; Hermann, Johannes Cornelius; Lemoine, Remy; Li, Hongju; Lovey, Allen John; Sjogren, Eric Brian; Soth, Michael Patent: US2011/59118 A1, 2011 ; Location in patent: Page/Page column 57 ;
  • Route2

    References

    • US2011/59118 A1, ;
  • Route3

    References

    • US2011/59118 A1, ;

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   63.08
  • LogP   1.6998
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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