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CS-W001157 4
Total: USD 88.00

5-Bromo-4-fluoro-1H-indole

  • CAS No. 344790-96-1

  • Cat. No. CS-0050585
  • Purity≥98%
  • MDL No.None

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

5-Bromo-4-fluoro-1H-indole|CS-0050585

Structure of 344790-96-1

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General Information

  • CAS No. 344790-96-1
  • Cat. No. CS-0050585
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrFN
  • Molecular Weight 214.03
  • Synonym(s) 5-bromo-4-fluoroindole
  • SMILES FC1=C(Br)C=CC2=C1C=CN2

Description

5-Bromo-4-fluoro-1H-indole is a halogenated indole scaffold featuring strategic bromo and fluoro substituents at the 5- and 4-positions, respectively. This electron-deficient aromatic system enables direct functionalization in cross-coupling reactions and serves as a key building block for bioactive heterocycles in medicinal chemistry.

Application

5-Bromo-4-fluoro-1H-indole serves as a versatile building block for medicinal chemistry and materials science, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling. The ortho-fluoro substituent facilitates selective electrophilic substitution or activation in downstream transformations. Its bench-stable crystalline form and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • null|null
      908600-93-1
    • ~87%
    • In-stock
      5-Bromo-4-fluoro-1H-indole|CS-0050585
      344790-96-1

    References

    • Schlosser, Manfred; Ginanneschi, Assunta; Leroux, Frederic European Journal of Organic Chemistry, 2006 , # 13 p. 2956 - 2969
  • Route2

    References

    • Laban, Uros; Kurrasch-Orbaugh, Deborah; Marona-Lewicka, Danuta; E. Nichols, David Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 6 p. 793 - 795
  • Route3
    • 4-Fluoro-1-(triisopropylsilyl)-1H-indole|CS-0973971
      908600-85-1
    • ~%
    • In-stock
      5-Bromo-4-fluoro-1H-indole|CS-0050585
      344790-96-1

    References

    • Schlosser, Manfred; Ginanneschi, Assunta; Leroux, Frederic European Journal of Organic Chemistry, 2006 , # 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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-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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