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CS-W001157 4
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1-(5-Bromopyridin-2-yl)ethanone

  • CAS No. 214701-49-2

  • Cat. No. CS-W003223
  • Purity≥98%
  • MDL No.MFCD04974523

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

1-(5-Bromopyridin-2-yl)ethanone|CS-W003223

Structure of 214701-49-2

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General Information

  • CAS No. 214701-49-2
  • Cat. No. CS-W003223
  • Purity ≥98%
  • MDL No. MFCD04974523
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO
  • Molecular Weight 200.03
  • Synonym(s) 2-Acetyl-5-bromopyridine
  • SMILES Brc1ccc(nc1)C(=O)C

Description

1-(5-Bromopyridin-2-yl)ethanone features a brominated pyridine ring coupled to an acetyl group, delivering a robust platform for cross-coupling and heterocyclic functionalization. The electron-deficient pyridine moiety enhances reactivity in palladium-catalyzed transformations, while the ketone function enables further derivatization via nucleophilic addition or enolization. This compound serves as a key building block in medicinal chemistry and materials synthesis.

Application

1-(5-Bromopyridin-2-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromine site. The ketone functionality provides a handle for further functionalization, including enolization and nucleophilic addition, while the pyridine ring offers moderate basicity and coordination potential. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • null|null
      75-16-1
    • In-stock
      5-Bromopicolinonitrile Tedizolid Impurity|CS-0214013
      97483-77-7
    • ~66%
    • In-stock
      1-(5-Bromopyridin-2-yl)ethanone|CS-W003223
      214701-49-2

    References

    • ASTRAZENECA UK LIMITED Patent: WO2005/116023 A1, 2005 ; Location in patent: Page/Page column 44-45 ; WO 2005/116023 A1
  • Route2

    References

    • Huo, Jianqiang; Arulsamy, Navamoney; Hoberg, John O. Dalton Transactions, 2011 , vol. 40, # 29 p. 7534 - 7540
  • Route3
    • null|null
      676-58-4
    • In-stock
      5-Bromopicolinonitrile Tedizolid Impurity|CS-0214013
      97483-77-7
    • ~%
    • In-stock
      1-(5-Bromopyridin-2-yl)ethanone|CS-W003223
      214701-49-2

    References

    • WO2008/91681 A2, ; Page/Page column 239 ;

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   2.0467
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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