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CS-W001157 4
Total: USD 88.00

6-Bromo-8-fluoroquinoline

  • CAS No. 220513-46-2

  • Cat. No. CS-W005225
  • Purity≥98%
  • MDL No.MFCD11053791

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

6-Bromo-8-fluoroquinoline|CS-W005225

Structure of 220513-46-2

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General Information

  • CAS No. 220513-46-2
  • Cat. No. CS-W005225
  • Purity ≥98%
  • MDL No. MFCD11053791
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrFN
  • Molecular Weight 226.05
  • Synonym(s) 8-fluoro-6-bromoquinoline
  • SMILES FC1=C2N=CC=CC2=CC(Br)=C1

Description

6-Bromo-8-fluoroquinoline serves as a privileged heterocyclic scaffold in medicinal chemistry, integrating electron-deficient and halogenated functionalities. This moiety enables direct coupling in cross-coupling reactions and enhances binding affinity through polar interactions in kinase inhibitors and targeted therapeutics.

Application

6-Bromo-8-fluoroquinoline serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki-Miyaura and Stille couplings, while the fluorine enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED Patent: WO2009/50204 A1, 2009 ; Location in patent: Page/Page column 15; 48-49 ; WO 2009/050204 A1
  • Route2
    • In-stock
      4-Bromo-2-fluoroaniline|CS-W007557
      367-24-8
    • null|null
      127-68-4
    • ~98%
    • In-stock
      6-Bromo-8-fluoroquinoline|CS-W005225
      220513-46-2

    References

    • Glaxo Group Limited Patent: US2009/270355 A1, 2009 ; Location in patent: Page/Page column 21 ;
  • Route3
    • In-stock
      4-Bromo-2-fluoroaniline|CS-W007557
      367-24-8
    • null|null
      107-02-8
    • ~21%
    • In-stock
      6-Bromo-8-fluoroquinoline|CS-W005225
      220513-46-2

    References

    • GLAXO GROUP LIMITED; GORE, Paul Martin; HANCOCK, Ashley, Paul; HODGSON, Simon Teanby Patent: WO2010/94643 A1, 2010 ; Location in patent: Page/Page column 42-43 ; WO 2010/094643 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.1364
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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