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CS-W001157 4
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3,5-Dimethylpyrazin-2-amine

  • CAS No. 91678-81-8

  • Cat. No. CS-0116341
  • Purity≥97%
  • MDL No.MFCD00107172

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

3,5-Dimethylpyrazin-2-amine|CS-0116341

Structure of 91678-81-8

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General Information

  • CAS No. 91678-81-8
  • Cat. No. CS-0116341
  • Purity ≥97%
  • MDL No. MFCD00107172
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉N₃
  • Molecular Weight 123.16
  • Synonym(s) 2-pyrazinamine, 3,5-dimethyl-
  • SMILES NC1=NC=C(C)N=C1C

Description

3,5-Dimethylpyrazin-2-amine features a pyrazine core substituted with methyl groups at positions 3 and 5 and an amino group at position 2. This electron-rich heterocycle integrates readily into transition metal-catalyzed coupling reactions, offering enhanced solubility and stability under standard conditions. The para-substitution pattern enables efficient coordination in catalytic systems, particularly in palladium-catalyzed cross-couplings.

Application

3,5-Dimethylpyrazin-2-amine serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard coupling and functionalization reactions. Its pyrazine core exhibits favorable bench stability and tolerates a range of reaction conditions, facilitating downstream derivatization. The strategically positioned amine group supports direct incorporation into peptide-like architectures or conjugation via amide bond formation.

Synthesis

  • Route1

    References

    • PTC THERAPEUTICS, INC.; CHEN, Guangming; DAKKA, Amal; KARP, Gary Mitchell; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; WEETALL, Maria L.; WELCH, Ellen; ZHAO, Xin Patent: WO2013/112788 A1, 2013 ; Location in patent: Paragraph 00661 ;
  • Route2
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    • In-stock
      3,5-Dimethylpyrazin-2-amine|CS-0116341
      91678-81-8

    References

    • Journal of the Chemical Society, , p. 932
  • Route3

    References

    • WO2013/112788 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

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   0.67564
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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