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CS-W001157 4
Total: USD 88.00

3,5-Dichloro-2-methylpyrazine

  • CAS No. 89284-38-8

  • Cat. No. CS-W006444
  • Purity≥95%
  • MDL No.MFCD12024888

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

3,5-Dichloro-2-methylpyrazine|CS-W006444

Structure of 89284-38-8

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General Information

  • CAS No. 89284-38-8
  • Cat. No. CS-W006444
  • Purity ≥95%
  • MDL No. MFCD12024888
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Cl₂N₂
  • Molecular Weight 163.01
  • Synonym(s) 3-Methyl-2,6-dichloropyrazine
  • SMILES CC1=NC=C(Cl)N=C1Cl

Description

3,5-Dichloro-2-methylpyrazine is a chlorinated pyrazine derivative featuring two chlorine atoms at the 3 and 5 positions and a methyl group at the 2 position. This electron-deficient heterocycle serves as a key scaffold in medicinal chemistry for bioactive compound synthesis. Its steric and electronic profile enables selective coupling reactions under mild conditions. The molecule exhibits enhanced stability and solubility in organic solvents, facilitating integration into multi-step synthetic sequences.

Application

3,5-Dichloro-2-methylpyrazine serves as a versatile heterocyclic building block in medicinal chemistry and agrochemical synthesis. Its electron-deficient pyrazine core enables reliable Suzuki-Miyaura and Buchwald-Hartwig couplings, while the methyl and dichloro substituents offer orthogonal reactivity for downstream functionalization. Bench-stable and readily purified by flash chromatography, it facilitates efficient access to complex nitrogen-rich scaffolds under standard reaction conditions.

Synthesis

  • Route1
    • In-stock
      2,6-Dichloropyrazine|CS-W010976
      4774-14-5
    • null|null
      74-88-4
    • ~63%
    • In-stock
      3,5-Dichloro-2-methylpyrazine|CS-W006444
      89284-38-8

    References

    • Termin, Andreas; Grootenhuis, Peter D.J.; Wilson, Dean M.; Molteni, Valentina; Mao, Long; Castellino, Angelo; Yang, Zhicai; Pechulis, Anthony; Suto, Mark Patent: US2003/229091 A1, 2003 ; Location in patent: Page 17 ; US 20030229091 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   25.78
  • LogP   2.09182
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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