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CS-W001157 4
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6-Methoxynicotinonitrile

  • CAS No. 15871-85-9

  • Cat. No. CS-0040836
  • Purity≥98%
  • MDL No.MFCD00084981

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

6-Methoxynicotinonitrile|CS-0040836

Structure of 15871-85-9

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General Information

  • CAS No. 15871-85-9
  • Cat. No. CS-0040836
  • Purity ≥98%
  • MDL No. MFCD00084981
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O
  • Molecular Weight 134.14
  • Synonym(s) 6-methoxypyridine-3-carbonitrile
  • SMILES N#CC1=CC=C(OC)N=C1

Description

6-Methoxynicotinonitrile features a pyridine core bearing both methoxy and nitrile substituents at the 6-position, enabling its use in transition-metal-catalyzed couplings. The electron-withdrawing nitrile group enhances reactivity in nucleophilic substitution reactions, while the methoxy moiety improves solubility and modulates electronic properties. This compound serves as a key building block for bioactive heterocycles and pharmaceutical intermediates.

Application

6-Methoxynicotinonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds via nucleophilic addition and transition-metal-catalyzed coupling reactions. Its nitrile and methoxy groups offer orthogonal reactivity for downstream functionalization, while the compound exhibits excellent bench stability and ease of purification, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

  • Route1

    References

    • Grossman, Olga; Gelman, Dmitri Organic Letters, 2006 , vol. 8, # 6 p. 1189 - 1191
  • Route2
    • In-stock
      5-chloro-2-methoxypyridine|CS-W000822
      13473-01-3
    • null|null
      557-21-1
    • ~95%
    • In-stock
      6-Methoxynicotinonitrile|CS-0040836
      15871-85-9

    References

    • Littke, Adam; Soumeillant, Maxime; Kaltenbach III, Robert F.; Cherney, Robert J.; Tarby, Christine M.; Kiau, Susanne Organic Letters, 2007 , vol. 9, # 9 p. 1711 - 1714
  • Route3
    • null|null
      3012-37-1
    • In-stock
      2-Methoxypyridine-5-boronic acid|CS-W019911
      163105-89-3
    • ~82%
    • In-stock
      6-Methoxynicotinonitrile|CS-0040836
      15871-85-9

    References

    • Zhang, Zhihui; Liebeskind, Lanny S. Organic Letters, 2006 , vol. 8, # 19 p. 4331 - 4333

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H317-H318
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P305+P351+P338-P330-P362+P364-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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