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CS-W001157 4
Total: USD 88.00

3-Chloro-5,6-dimethylpyrazin-2-amine

  • CAS No. 39213-71-3

  • Cat. No. CS-0061372
  • Molecule weight157.60
  • Purity≥97%
  • MDL No.MFCD21234604

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

3-Chloro-5,6-dimethylpyrazin-2-amine|CS-0061372

Structure of 39213-71-3

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General Information

  • CAS No. 39213-71-3
  • Cat. No. CS-0061372
  • Purity ≥97%
  • MDL No. MFCD21234604
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈ClN₃
  • Molecular Weight 157.60
  • Synonym(s) Pyrazinamine, 3-chloro-5,6-dimethyl- (9CI)
  • SMILES CC1=NC(=C(N)N=C1C)Cl

Description

3-Chloro-5,6-dimethylpyrazin-2-amine features a pyrazine core bearing chlorine and methyl substituents at strategic positions, delivering enhanced electron-deficient character and steric shielding. This configuration supports robust coupling reactivity in transition-metal-catalyzed transformations, particularly in the construction of heteroaromatic scaffolds for medicinal chemistry applications.

Application

3-Chloro-5,6-dimethylpyrazin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrazine-based heterocycles. Its chloro group facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the dimethyl substituents enhance solubility and metabolic stability. The molecule exhibits bench stability and compatibility with standard purification methods, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • 3-Amino-5,6-dimethylpyrazin-2(1h)-one|CS-0665207
      43029-21-6
    • ~%
    • In-stock
      3-Chloro-5,6-dimethylpyrazin-2-amine|CS-0061372
      39213-71-3

    References

    • Schipper; Day Journal of the American Chemical Society, 1952 , vol. 74, p. 350,352
  • Route2
    • 3-Bromo-5,6-dimethylpyrazin-2-amine|CS-0569527
      6294-69-5
    • ~%
    • In-stock
      3-Chloro-5,6-dimethylpyrazin-2-amine|CS-0061372
      39213-71-3

    References

    • Ellingson; Henry Journal of the American Chemical Society, 1948 , vol. 70, p. 1257,1259
  • Route3
    • 5,6-Dimethyl-3-oxo-3,4-dihydropyrazine-2-carboxamide|CS-0677611
      90000-71-8
    • ~%
    • In-stock
      3-Chloro-5,6-dimethylpyrazin-2-amine|CS-0061372
      39213-71-3

    References

    • Schipper; Day Journal of the American Chemical Society, 1952 , vol. 74, p. 350,352

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   51.8
  • LogP   1.32904
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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