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CS-W001157 4
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5-Bromo-6-fluoro-1H-indole

  • CAS No. 434960-42-6

  • Cat. No. CS-0038344
  • Purity≥97%
  • MDL No.None

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

5-Bromo-6-fluoro-1H-indole|CS-0038344

Structure of 434960-42-6

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General Information

  • CAS No. 434960-42-6
  • Cat. No. CS-0038344
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrFN
  • Molecular Weight 214.03
  • Synonym(s) 5-Bromo-6-fluoro indole
  • SMILES C1=CNC2=CC(=C(C=C12)Br)F

Description

5-Bromo-6-fluoro-1H-indole features a uniquely activated indole scaffold with complementary halogen substituents at the 5 and 6 positions. This electron-deficient core enables direct functionalization in cross-coupling reactions and serves as a key building block for bioactive heterocycles in medicinal chemistry.

Application

5-Bromo-6-fluoro-1H-indole serves as a valuable building block for the synthesis of functionalized indole scaffolds in medicinal chemistry and materials science. Its orthogonal halogenation pattern enables selective cross-coupling reactions, particularly Pd-catalyzed Suzuki and Stille couplings, with high chemoselectivity. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows and API intermediate development.

Synthesis

  • Route1
    • 4-Bromo-5-fluoro-2-((trimethylsilyl)ethynyl)aniline|CS-0457238
      1219741-80-6
    • ~55%
    • In-stock
      5-Bromo-6-fluoro-1H-indole|CS-0038344
      434960-42-6

    References

    • H. Lundbeck A/S Patent: US2012/252853 A1, 2012 ; Location in patent: Page/Page column 26 ; US 20120252853 A1
  • Route2

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Yan; HU, Yuandong; WANG, Huting; LIU, Yuliang; LI, Jijun; SUN, Deguang; WANG, Zhe; WEI, Yongheng; WANG, Zanping; TANG, Guojing; JING, Lutao Patent: WO2012/103806 A1, 2012 ; WO 2012/103806 A1
  • Route3

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Yan; HU, Yuandong; WANG, Huting; LIU, Yuliang; LI, Jijun; SUN, Deguang; WANG, Zhe; WEI, Yongheng; WANG, Zanping; TANG, Guojing; JING, Lutao Patent: WO2012/103806 A1, 2012 ; WO 2012/103806 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   15.79
  • LogP   3.0695
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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