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CS-W001157 4
Total: USD 88.00

2-Ethynyl-6-methylpyridine

  • CAS No. 30413-58-2

  • Cat. No. CS-0054138
  • Purity≥97%
  • MDL No.None

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

2-Ethynyl-6-methylpyridine|CS-0054138

Structure of 30413-58-2

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General Information

  • CAS No. 30413-58-2
  • Cat. No. CS-0054138
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N
  • Molecular Weight 117.15
  • Synonym(s) 6-Methyl-2-pyridylacetylene
  • SMILES CC1=CC=CC(=N1)C#C

Description

2-Ethynyl-6-methylpyridine features a conjugated alkyne group flanked by an electron-rich pyridine ring and a methyl substituent, enabling efficient copper-catalyzed coupling reactions. This bench-stable, moisture-tolerant building block integrates readily into complex molecular architectures via click chemistry protocols.

Application

2-Ethynyl-6-methylpyridine serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted pyridine scaffolds. Its terminal alkyne functionality exhibits high compatibility with Sonogashira, Glaser, and click chemistry protocols, while the methyl group enhances electronic modulation and metabolic stability. Bench-stable and readily purified by column chromatography, it functions effectively in both small-molecule synthesis and medicinal chemistry campaigns.

Synthesis

  • Route1
    • 2-Methyl-6-((trimethylsilyl)ethynyl)pyridine|CS-0669431
      656800-40-7
    • ~99%
    • In-stock
      2-Ethynyl-6-methylpyridine|CS-0054138
      30413-58-2

    References

    • ASTRAZENECA AB; NPS PHARMACEUTICALS, INC. Patent: WO2005/44267 A1, 2005 ; Location in patent: Page/Page column 24-25 ; WO 2005/044267 A1
  • Route2
    • In-stock
      2-Bromo-6-methylpyridine|CS-W002190
      5315-25-3
    • null|null
      1066-54-2
    • ~24%
    • In-stock
      2-Ethynyl-6-methylpyridine|CS-0054138
      30413-58-2

    References

    • ELI LILLY AND COMPANY Patent: WO2004/26871 A1, 2004 ; Location in patent: Page 28 ; WO 2004/026871 A1
  • Route3
    • In-stock
      6-Methyl-2-pyridinecarboxaldehyde|CS-W007849
      1122-72-1
    • null|null
      90965-06-3
    • ~97%
    • In-stock
      2-Ethynyl-6-methylpyridine|CS-0054138
      30413-58-2

    References

    • Kallander, Lara S.; Lu, Qing; Chen, Wenfang; Tomaszek, Thaddeus; Yang, Guang; Tew, David; Meek, Thomas D.; Hofmann, Glenn A.; Schulz-Pritchard, Christina K.; Smith, Ward W.; Janson, Cheryl A.; Ryan, M. Dominic; Zhang, Gui-Feng; Johanson, Kyung O.; Kirkpatrick, Robert B.; Ho, Thau F.; Fisher, Paul W.; Mattern, Michael R.; Johnson, Randall K.; Hansbury, Michael J.; Winkler, James D.; Ward, Keith W.; Veber, Daniel F.; Thompson, Scott K. Journal of Medicinal Chemistry, 2005 , vol. 48, # 18 p. 5644 - 5647

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   12.89
  • LogP   1.37132
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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