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CS-W001157 4
Total: USD 88.00

3-Ethynylpyridin-2-amine

  • CAS No. 67346-74-1

  • Cat. No. CS-W004444
  • Purity≥98%
  • MDL No.MFCD13175219

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

3-Ethynylpyridin-2-amine|CS-W004444

Structure of 67346-74-1

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General Information

  • CAS No. 67346-74-1
  • Cat. No. CS-W004444
  • Purity ≥98%
  • MDL No. MFCD13175219
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂
  • Molecular Weight 118.14
  • Synonym(s) 2-Amino-3-ethynylpyridine
  • SMILES C#Cc1cccnc1N

Description

3-Ethynylpyridin-2-amine features a reactive alkyne group conjugated to a pyridine ring bearing a primary amine. This dual-functional motif enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) and facilitates site-specific conjugation in bioorthogonal chemistry. The molecule exhibits excellent stability under standard bench conditions and integrates readily into diverse molecular architectures.

Application

3-Ethynylpyridin-2-amine serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles via copper-catalyzed coupling reactions. Its pyridine nitrogen and terminal alkyne functionality offer orthogonal reactivity for modular scaffold construction. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1
    • 3-((Trimethylsilyl)ethynyl)pyridin-2-amine|CS-0462098
      936342-23-3
    • ~95%
    • In-stock
      3-Ethynylpyridin-2-amine|CS-W004444
      67346-74-1

    References

    • MATSUKURA, Masayuki Patent: US2010/331282 A1, 2010 ; Location in patent: Page/Page column 11 ;
  • Route2
    • In-stock
      2-Amino-3-iodopyridine|CS-D0969
      104830-06-0
    • null|null
      1066-54-2
    • ~33%
    • In-stock
      3-Ethynylpyridin-2-amine|CS-W004444
      67346-74-1

    References

    • Sakai, Norio; Tamura, Kosuke; Shimamura, Kazuyori; Ikeda, Reiko; Konakahara, Takeo Organic Letters, 2012 , vol. 14, # 3 p. 836 - 839
  • Route3

    References

    • Sumitomo Chemical Company, Limited Patent: EP2345328 A1, 2011 ;

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   38.91
  • LogP   0.6451
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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