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CS-W001157 4
Total: USD 88.00

2,6-Dichloropyrazine

  • CAS No. 4774-14-5

  • Cat. No. CS-W010976
  • Purity≥97%
  • MDL No.MFCD00006125

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

2,6-Dichloropyrazine|CS-W010976

Structure of 4774-14-5

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General Information

  • CAS No. 4774-14-5
  • Cat. No. CS-W010976
  • Purity ≥97%
  • MDL No. MFCD00006125
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂Cl₂N₂
  • Molecular Weight 148.97
  • Synonym(s) None
  • SMILES ClC1=CN=CC(Cl)=N1

Description

2,6-Dichloropyrazine is a heterocyclic building block featuring two chlorine substituents at the 2 and 6 positions of the pyrazine ring. This electron-deficient scaffold enables efficient coupling in cross-coupling reactions and serves as a key structural motif in pharmaceutical intermediates and functional materials.

Application

2,6-Dichloropyrazine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient functionalization at the pyrazine core. Its dichloro substitution pattern facilitates palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig aminations, with high regioselectivity. The compound exhibits excellent bench stability and compatibility with common protecting groups, making it ideal for multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      2423-84-9
    • ~84%
    • In-stock
      2,6-Dichloropyrazine|CS-W010976
      4774-14-5

    References

    • Dickschat, Jeroen S.; Reichenbach, Hans; Wagner-Doebler, Irene; Schulz, Stefan European Journal of Organic Chemistry, 2005 , # 19 p. 4141 - 4153
  • Route2
    • Pyrazine, ≥99%|CS-1268366
      290-37-9
    • ~%
    • In-stock
      2,6-Dichloropyrazine|CS-W010976
      4774-14-5

    References

    • Am. Cyanamid Co. Patent: US2540476 , 1948 ;
  • Route3

    References

    • Am. Cyanamid Co. Patent: US2573268 , 1948 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.7834
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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