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CS-W001157 4
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1-(5-Bromo-3-fluoropyridin-2-yl)ethan-1-one

  • CAS No. 1160936-52-6

  • Cat. No. CS-0144055
  • Purity≥95%
  • MDL No.MFCD13689180

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

1-(5-Bromo-3-fluoropyridin-2-yl)ethan-1-one|CS-0144055

Structure of 1160936-52-6

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General Information

  • CAS No. 1160936-52-6
  • Cat. No. CS-0144055
  • Purity ≥95%
  • MDL No. MFCD13689180
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrFNO
  • Molecular Weight 218.02
  • Synonym(s) 1-(5-Bromo-3-fluoropyridin-2-yl)ethanone
  • SMILES CC(C1=NC=C(Br)C=C1F)=O

Description

1-(5-Bromo-3-fluoropyridin-2-yl)ethan-1-one features a bromo and fluoro substituent on a pyridine ring, delivering enhanced electron-withdrawing character and improved stability. This ketone integrates readily into cross-coupling reactions, enabling efficient construction of complex heterocyclic architectures under standard conditions.

Application

1-(5-Bromo-3-fluoropyridin-2-yl)ethan-1-one serves as a versatile building block in medicinal chemistry, enabling efficient construction of complex heterocyclic scaffolds. Its bromo and fluoro substituents provide orthogonal reactivity for palladium-catalyzed cross-coupling and electrophilic substitution reactions. The acetyl group offers a handle for further functionalization via enolization or nucleophilic addition. Bench-stable and readily purified by flash chromatography, it facilitates scalable synthesis in API development workflows.

Synthesis

  • Route1
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      1357259-48-3
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      676-58-4
    • ~%
    • In-stock
      1-(5-Bromo-3-fluoropyridin-2-yl)ethan-1-one|CS-0144055
      1160936-52-6

    References

    • WO2012/13643 A1, ; Page/Page column 76 ;
  • Route2
    • In-stock
      5-Bromo-3-fluoropicolinonitrile|CS-W007754
      886373-28-0
    • null|null
      676-58-4
    • ~%
    • In-stock
      1-(5-Bromo-3-fluoropyridin-2-yl)ethan-1-one|CS-0144055
      1160936-52-6

    References

    • Sato Pharmaceutical Co., Ltd.; NAGAI Keita; NAGASAWA Koh; TAKAHASHI Hirobumi; BABA Motoaki; FUJIOKA Shinichi; KONDOH Eri; TANAKA Kenichi; ITOH Yoshiki Patent: EP2669270 A1, 2013 ; Location in patent: Paragraph 0895-0896 ;
  • Route3

    References

    • WO2012/13643 A1, ;

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   2.1858
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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