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CS-W001157 4
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5-Bromo-2,3-dimethylpyrazine

  • CAS No. 111454-68-3

  • Cat. No. CS-0061385
  • Purity≥98%
  • MDL No.None

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

5-Bromo-2,3-dimethylpyrazine|CS-0061385

Structure of 111454-68-3

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General Information

  • CAS No. 111454-68-3
  • Cat. No. CS-0061385
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂
  • Molecular Weight 187.04
  • Synonym(s) 5-bromo-2,3-dimethyl-pyrazine
  • SMILES CC1=NC=C(Br)N=C1C

Description

5-Bromo-2,3-dimethylpyrazine is a halogenated pyrazine derivative featuring bromine at the 5-position and methyl groups at the 2- and 3-positions. This electron-deficient heterocycle serves as a versatile scaffold in medicinal chemistry, enabling direct coupling reactions through its reactive halogen site. The molecule exhibits enhanced stability under standard bench conditions and facilitates efficient functionalization in cross-coupling processes.

Application

5-Bromo-2,3-dimethylpyrazine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromo group facilitates reliable Suzuki, Stille, and Negishi couplings, while the pyrazine core provides metabolic stability and favorable pharmacophore geometry. Bench-stable and readily purified by column chromatography, it functions as a key scaffold for heterocyclic libraries and API intermediates.

Synthesis

  • Route1

    References

    • Karmas; Spoerri Journal of the American Chemical Society, 1956 , vol. 78, p. 2141,2144

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   25.78
  • LogP   1.85594
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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