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5-Bromo-7-fluoroisoindolin-1-one

  • CAS No. 957346-37-1

  • Cat. No. CS-0054181
  • Purity≥96%
  • MDL No.None

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

5-Bromo-7-fluoroisoindolin-1-one|CS-0054181

Structure of 957346-37-1

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General Information

  • CAS No. 957346-37-1
  • Cat. No. CS-0054181
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrFNO
  • Molecular Weight 230.03
  • Synonym(s) 5-bromo-7-fluoro-2,3-dihydro-isoindol-1-one
  • SMILES O=C1NCC2=C1C(F)=CC(Br)=C2

Description

5-Bromo-7-fluoroisoindolin-1-one features a sterically constrained isoindolinone core bearing strategically positioned halogen substituents. The electron-deficient carbonyl and orthogonal bromo-fluoro pattern enable direct functionalization in cross-coupling reactions, while the bench-stable scaffold facilitates integration into complex molecular architectures under standard conditions.

Application

5-Bromo-7-fluoroisoindolin-1-one serves as a versatile building block for the synthesis of substituted isoindolinones, enabling efficient late-stage functionalization in medicinal chemistry. Its orthogonal halogen reactivity—bromine at C5 and fluorine at C7—facilitates palladium-catalyzed cross-coupling and nucleophilic substitution reactions under standard conditions. The compound exhibits excellent bench stability and compatibility with diverse reaction environments, simplifying purification and integration into multi-step syntheses of bioactive heterocycles.

Synthesis

  • Route1
    • null|null
      957346-35-9
    • ~%
    • In-stock
      5-Bromo-7-fluoroisoindolin-1-one|CS-0054181
      957346-37-1

    References

    • WO2007/131991 A1, ; Page/Page column 118 ;
  • Route2

    References

    • WO2014/32498 A1, ;
  • Route3

    References

    • WO2014/32498 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-H320-H335
Precautionary Statements : P264-P270-P330

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   1.8316
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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