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CS-W001157 4
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5-Bromo-7-fluoro-1H-indole

  • CAS No. 883500-73-0

  • Cat. No. CS-0037549
  • Purity≥96%
  • MDL No.MFCD04037876

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

5-Bromo-7-fluoro-1H-indole|CS-0037549

Structure of 883500-73-0

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General Information

  • CAS No. 883500-73-0
  • Cat. No. CS-0037549
  • Purity ≥96%
  • MDL No. MFCD04037876
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrFN
  • Molecular Weight 214.04
  • Synonym(s) 1H-INDOLE,5-BROMO-7-FLUORO
  • SMILES C1=CNC2=C(C=C(C=C12)Br)F

Description

5-Bromo-7-fluoro-1H-indole features a sterically unhindered indole core functionalized with bromo and fluoro substituents at the 5- and 7-positions, respectively. This electron-deficient scaffold enables direct coupling in Pd-catalyzed cross-coupling reactions, facilitating rapid access to substituted indoles under standard conditions. The molecule exhibits enhanced stability and solubility in polar organic solvents, streamlining integration into synthetic workflows for pharmaceutical and materials discovery.

Application

5-Bromo-7-fluoro-1H-indole serves as a valuable building block for the synthesis of biologically active heterocycles, enabling palladium-catalyzed cross-coupling reactions at the bromo position. The fluorine substituent enhances metabolic stability and modulates electronic properties, while the indole core provides a versatile scaffold for medicinal chemistry applications. Bench-stable and compatible with standard purification methods, it facilitates efficient access to substituted indole derivatives in multi-step syntheses.

Synthesis

  • Route1
    • In-stock
      4-Bromo-2-fluoro-1-nitrobenzene|CS-D0900
      321-23-3
    • null|null
      1826-67-1
    • ~34%
    • In-stock
      5-Bromo-7-fluoro-1H-indole|CS-0037549
      883500-73-0

    References

    • Schlosser, Manfred; Ginanneschi, Assunta; Leroux, Frederic European Journal of Organic Chemistry, 2006 , # 13 p. 2956 - 2969
  • Route2
    • null|null
      348-54-9
    • ~%
    • In-stock
      5-Bromo-7-fluoro-1H-indole|CS-0037549
      883500-73-0

    References

    • European Journal of Organic Chemistry, , # 13 p. 2956 - 2969
  • Route3

    References

    • European Journal of Organic Chemistry, , # 13 p. 2956 - 2969

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   15.79
  • LogP   3.0695
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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