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CS-W001157 4
Total: USD 88.00

2-Amino-6-methoxypyrazine

  • CAS No. 6905-47-1

  • Cat. No. CS-W013517
  • Purity≥96%
  • MDL No.MFCD09909689

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

2-Amino-6-methoxypyrazine|CS-W013517

Structure of 6905-47-1

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General Information

  • CAS No. 6905-47-1
  • Cat. No. CS-W013517
  • Purity ≥96%
  • MDL No. MFCD09909689
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇N₃O
  • Molecular Weight 125.13
  • Synonym(s) 6-Methoxypyrazinamine
  • SMILES NC1=NC(=CN=C1)OC

Description

2-Amino-6-methoxypyrazine is a heterocyclic amine featuring a pyrazine core with strategically positioned amino and methoxy substituents. This combination imparts enhanced solubility and electron-donating character, facilitating its integration into complex molecular architectures. The compound serves as a key scaffold in medicinal chemistry and agrochemical development, offering favorable reactivity profiles under standard bench conditions.

Application

2-Amino-6-methoxypyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through palladium-catalyzed cross-coupling and electrophilic substitution reactions. The amino and methoxy groups provide orthogonal functionalization handles, while the pyrazine core offers enhanced metabolic stability and favorable pharmacophore geometry. Bench-stable and readily purified by column chromatography, it facilitates efficient synthesis of advanced intermediates for drug discovery programs.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2-Amino-6-chloropyrazine|CS-D1094
      33332-28-4
    • ~73%
    • In-stock
      2-Amino-6-methoxypyrazine|CS-W013517
      6905-47-1

    References

    • Kwak, Se Hun; Lee, Gee-Hyung; Gong, Young-Dae Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 12 p. 4271 - 4274
  • Route2

    References

    • Glaxosmithkline LLC; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T. Patent: US2013/345120 A1, 2013 ; Location in patent: Page/Page column ;

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   61.03
  • LogP   0.0674
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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