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1-(2-Aminopyridin-3-yl)ethanone

  • CAS No. 65326-33-2

  • Cat. No. CS-0002197
  • Purity≥97%
  • MDL No.MFCD02258895

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

1-(2-Aminopyridin-3-yl)ethanone|CS-0002197

Structure of 65326-33-2

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General Information

  • CAS No. 65326-33-2
  • Cat. No. CS-0002197
  • Purity ≥97%
  • MDL No. MFCD02258895
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O
  • Molecular Weight 136.15
  • Synonym(s) 2-Amino-3-acetylpyridine
  • SMILES O=C(C)C1=CC=CN=C1N

Description

1-(2-Aminopyridin-3-yl)ethanone features a pyridine ring bearing an electron-rich amine at the 2-position and a ketone group at the 3-position, enabling direct integration into bioactive scaffolds. This polar, bench-stable compound facilitates efficient coupling reactions in medicinal chemistry, particularly for constructing kinase inhibitors and targeted therapeutics.

Application

1-(2-Aminopyridin-3-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridine-based scaffolds through standard functional group transformations. Its amine and ketone functionalities offer orthogonal reactivity for coupling reactions, derivatization, and heterocycle construction. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Guengoer, Timur; Marsais, Francis; Queguiner, Guy Journal of Organometallic Chemistry, 1981 , vol. 215, # 2 p. 139 - 150
  • Route2

    References

    • Trecourt, Francois; Marsais, Francis; Guengoer, Timur; Queguiner, Guy Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 9 p. 2409 - 2415
  • Route3
    • N-(3-acetylpyridin-2-yl)pivalamide|CS-0195501
      161987-58-2
    • ~99%
    • In-stock
      1-(2-Aminopyridin-3-yl)ethanone|CS-0002197
      65326-33-2

    References

    • Murray, Thomas J.; Zimmerman, Steven C.; Kolotuchin, Sergei V. Tetrahedron, 1995 , vol. 51, # 2 p. 635 - 648

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-H319
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   55.98
  • LogP   0.8664
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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