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CS-W001157 4
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1-(2-Chloropyridin-3-yl)ethanone

  • CAS No. 55676-21-6

  • Cat. No. CS-W003128
  • Purity≥97%
  • MDL No.MFCD03840751

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

1-(2-Chloropyridin-3-yl)ethanone|CS-W003128

Structure of 55676-21-6

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General Information

  • CAS No. 55676-21-6
  • Cat. No. CS-W003128
  • Purity ≥97%
  • MDL No. MFCD03840751
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO
  • Molecular Weight 155.58
  • Synonym(s) None
  • SMILES ClC1=NC=CC=C1C(C)=O

Description

1-(2-Chloropyridin-3-yl)ethanone features a chlorinated pyridine ring linked to an acetyl group, delivering a potent electrophilic handle for C–C bond formation. This bench-stable ketone integrates readily into synthetic sequences requiring electron-deficient heteroaryl coupling partners, enabling efficient access to functionalized pyridine derivatives under standard conditions.

Application

1-(2-Chloropyridin-3-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based scaffolds. Its acetyl group facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions, while the ortho-chloro substituent offers site-specific functionalization potential. The compound exhibits good bench stability and compatibility with common purification methods, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    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
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      1-(2-Chloropyridin-3-yl)ethanone|CS-W003128
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    References

    • Cheung, Adrian Wai-Hing; Guertin, Kevin Richard; Haynes, Nancy-Ellen; Mertz, Eric; Qi, Lida; Qian, Yimin; Scott, Nathan Robert Patent: US2012/258982 A1, 2012 ; Location in patent: Page/Page column 41 ; US 20120258982 A1
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      1-(2-Chloropyridin-3-yl)ethanone|CS-W003128
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    References

    • Tetrahedron, , vol. 48, # 42 p. 9233 - 9236

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   29.96
  • LogP   1.9376
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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