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CS-W001157 4
Total: USD 88.00

2-Pyridinecarbonitrile, 6-methoxy-

  • CAS No. 83621-01-6

  • Cat. No. CS-0030452
  • Purity≥95%
  • MDL No.MFCD08062856

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

2-Pyridinecarbonitrile, 6-methoxy-|CS-0030452

Structure of 83621-01-6

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General Information

  • CAS No. 83621-01-6
  • Cat. No. CS-0030452
  • Purity ≥95%
  • MDL No. MFCD08062856
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O
  • Molecular Weight 134.14
  • Synonym(s) 2-Cyano-6-methoxypyridine
  • SMILES N#CC1=NC(OC)=CC=C1

Description

6-Methoxypyridine-2-carbonitrile features a pyridine core functionalized with a methoxy group at the 6-position and a nitrile at the 2-position, creating a polar, electron-deficient heterocycle. This combination enhances solubility in organic solvents while maintaining stability under standard bench conditions. The molecule integrates readily into pharmaceutical intermediates, enabling efficient access to bioactive scaffolds through coupling reactions. Its defined electronic profile supports predictable reactivity in cross-coupling and nucleophilic substitution processes.

Application

6-Methoxypyridine-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds. Its ortho-cyano and methoxy groups provide complementary reactivity for nucleophilic substitution, transition-metal-catalyzed coupling, and functionalization. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for multi-step synthesis and process development workflows.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG Patent: WO2009/70485 A1, 2009 ; Location in patent: Page/Page column 105 ; WO 2009/070485 A1
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      2-Bromo-6-(methyloxy)pyridine|CS-D1443
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    • In-stock
      2-Pyridinecarbonitrile, 6-methoxy-|CS-0030452
      83621-01-6

    References

    • Bowman; Bridge; Brookes; Cloonan; Leach Journal of the Chemical Society. Perkin Transactions 1, 2002 , vol. 2, # 1 p. 58 - 68
  • Route3
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      2-Chloro-6-methoxypyridine|CS-W001995
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    • null|null
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    • In-stock
      2-Pyridinecarbonitrile, 6-methoxy-|CS-0030452
      83621-01-6

    References

    • Sundermeier, Mark; Zapf, Alexander; Mutyala, Sateesh; Baumann, Wolfgang; Sans, Juergen; Weiss, Stefan; Beller, Matthias Chemistry - A European Journal, 2003 , vol. 9, # 8 p. 1828 - 1836

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
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   45.91
  • LogP   0.96188
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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