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CS-W001157 4
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3-Methoxypicolinonitrile

  • CAS No. 24059-89-0

  • Cat. No. CS-0082321
  • Purity≥98%
  • MDL No.MFCD07374875

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

3-Methoxypicolinonitrile|CS-0082321

Structure of 24059-89-0

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General Information

  • CAS No. 24059-89-0
  • Cat. No. CS-0082321
  • Purity ≥98%
  • MDL No. MFCD07374875
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O
  • Molecular Weight 134.14
  • Synonym(s) 2-CYANO-3-METHOXYPYRIDINE
  • SMILES COC1=C(C#N)N=CC=C1

Description

3-Methoxypicolinonitrile delivers a strategically positioned nitrile group adjacent to a methoxy-substituted pyridine core, enabling direct incorporation into heterocyclic scaffolds. This electron-deficient platform facilitates nucleophilic addition and transition-metal-catalyzed coupling reactions under standard conditions. The methoxy functionality enhances solubility and modulates reactivity in synthetic sequences.

Application

3-Methoxypicolinonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles via cyclization and nucleophilic substitution reactions. Its dual functionality—methoxy and nitrile groups—permits selective transformations under mild conditions, with excellent bench stability and straightforward purification. Widely employed in medicinal chemistry and agrochemical synthesis, it facilitates the construction of pyridine-based scaffolds critical to bioactive molecule development.

Synthesis

  • Route1

    References

    • US2003/212110 A1, ;
  • Route2
    • null|null
      14906-61-7
    • ~%
    • In-stock
      3-Methoxypicolinonitrile|CS-0082321
      24059-89-0

    References

    • US2004/77605 A1, ; US 20040077605 A1
  • Route3
    • 3-Nitropicolinonitrile|CS-0051234
      51315-07-2
    • Tetrabutylammonium methoxide|CS-0636175
      34851-41-7
    • ~68%
    • In-stock
      3-Methoxypicolinonitrile|CS-0082321
      24059-89-0

    References

    • Kuduk, Scott D.; DiPardo, Robert M.; Bock, Mark G. Organic Letters, 2005 , vol. 7, # 4 p. 577 - 579

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   45.91
  • LogP   0.96188
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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