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CS-W001157 4
Total: USD 88.00

6-Bromo-7-fluoroquinoline

  • CAS No. 127827-52-5

  • Cat. No. CS-W003846
  • Purity≥96%
  • MDL No.MFCD13181511

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

6-Bromo-7-fluoroquinoline|CS-W003846

Structure of 127827-52-5

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General Information

  • CAS No. 127827-52-5
  • Cat. No. CS-W003846
  • Purity ≥96%
  • MDL No. MFCD13181511
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrFN
  • Molecular Weight 226.05
  • Synonym(s) None
  • SMILES FC1=C(Br)C=C2C=CC=NC2=C1

Description

6-Bromo-7-fluoroquinoline is a halogenated quinoline derivative featuring complementary electrophilic and nucleophilic sites. This electron-deficient heterocycle enables direct functionalization in cross-coupling reactions, serving as a key scaffold for pharmaceutical intermediates and fluorescent probes. The strategic placement of bromine and fluorine atoms facilitates selective derivatization under mild conditions.

Application

6-Bromo-7-fluoroquinoline serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its dual halogenation pattern enables palladium-catalyzed cross-coupling reactions with broad functional group tolerance, facilitating the construction of complex quinoline-based scaffolds. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis workflows and scale-up applications.

Synthesis

  • Route1

    References

    • PFIZER INC. Patent: US2007/265272 A1, 2007 ; Location in patent: Page/Page column 31-32 ;
  • Route2

    References

    • INDIAN INCOZEN THERAPEUTICS PVT. LTD.; RHIZEN PHARMACEUTICALS SA; MUTHUPPALANIAPPAN, Meyyappan; VISWANADHA, Srikant; BABU, Govindarajulu; VAKKALANKA, Swaroop K. V. S. Patent: WO2011/145035 A1, 2011 ; Location in patent: Page/Page column 109-110 ; WO 2011/145035 A1
  • Route3
    • In-stock
      3-Fluoro-4-bromoaniline|CS-W008647
      656-65-5
    • null|null
      98-95-3
    • ~%
    • In-stock
      6-Bromo-7-fluoroquinoline|CS-W003846
      127827-52-5
    • 6-Bromo-5-fluoroquinoline|CS-0140498
      127827-51-4

    References

    • US2012/245178 A1, ; Page/Page column 21 ; US 20120245178 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

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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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