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CS-W001157 4
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3-Methoxypyrazin-2-amine

  • CAS No. 4774-10-1

  • Cat. No. CS-W018865
  • Purity≥97%
  • MDL No.None

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

3-Methoxypyrazin-2-amine|CS-W018865

Structure of 4774-10-1

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General Information

  • CAS No. 4774-10-1
  • Cat. No. CS-W018865
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇N₃O
  • Molecular Weight 125.13
  • Synonym(s) 3-METHOXYPYRAZIN-2-YLAMINE
  • SMILES NC1=NC=CN=C1OC

Description

3-Methoxypyrazin-2-amine features a pyrazine core functionalized with a methoxy group at the 3-position and an amine at the 2-position, delivering enhanced solubility and synthetic versatility. This scaffold integrates readily into heterocyclic libraries, offering robust stability under standard conditions for medicinal chemistry applications.

Application

3-Methoxypyrazin-2-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of pyrazine-based scaffolds through standard coupling and functionalization reactions. Its methoxy group enhances solubility and modulates electronic properties, while the primary amine facilitates conjugation with carboxylic acids, aldehydes, and electrophiles. Bench-stable and readily purified by chromatography, it functions effectively in multistep syntheses targeting bioactive molecules.

Synthesis

  • Route1

    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 ;
  • Route2
    • null|null
      180284-25-7
    • ~81%
    • In-stock
      3-Methoxypyrazin-2-amine|CS-W018865
      4774-10-1

    References

    • Ple, Nelly; Turck, Alain; Couture, Karine; Queguiner, Guy Synthesis, 1996 , # 7 p. 838 - 842
  • Route3
    • null|null
      67-56-1
    • In-stock
      3-Chloro-2-pyrazinamine|CS-W007499
      6863-73-6
    • ~%
    • In-stock
      3-Methoxypyrazin-2-amine|CS-W018865
      4774-10-1

    References

    • Journal of Heterocyclic Chemistry, , vol. 27, # 6 p. 1639 - 1643

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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