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CS-W001157 4
Total: USD 88.00

3,5-dibromo-2-chloropyrazine

  • CAS No. 1082843-70-6

  • Cat. No. CS-W000798
  • Purity≥98%
  • MDL No.MFCD13193367

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

3,5-dibromo-2-chloropyrazine|CS-W000798

Structure of 1082843-70-6

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General Information

  • CAS No. 1082843-70-6
  • Cat. No. CS-W000798
  • Purity ≥98%
  • MDL No. MFCD13193367
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄HBr₂ClN₂
  • Molecular Weight 272.33
  • Synonym(s) pyrazine, 3,5-dibromo-2-chloro-
  • SMILES Clc1ncc(Br)nc1Br

Description

3,5-Dibromo-2-chloropyrazine features a highly functionalized pyrazine core with complementary halogen sites enabling selective cross-coupling and diversification. This electron-deficient heterocycle integrates readily into complex scaffolds, offering robust reactivity under palladium-catalyzed conditions. The strategic placement of bromo and chloro groups supports sequential transformations, enhancing versatility in medicinal chemistry and materials synthesis.

Application

3,5-Dibromo-2-chloropyrazine serves as a versatile heterocyclic building block for the synthesis of functionalized pyrazine derivatives. The strategically positioned halogens enable sequential cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, facilitating the construction of complex molecular architectures. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry campaigns and process development workflows requiring precise substitution patterns.

Synthesis

  • Route1

    References

    • Andrews, Martin James Inglis; Chambers, Mark Stuart; Van De Poel, Herve; Bar, Gregory Louis Joseph Patent: US2009/286798 A1, 2009 ; Location in patent: Page/Page column 26-27 ;

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   25.78
  • LogP   2.655
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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