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CS-W001157 4
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5-Bromo-2,3-dihydro-1H-isoindol-1-one

  • CAS No. 552330-86-6

  • Cat. No. CS-D1613
  • Purity≥98%
  • MDL No.MFCD09701292

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

5-Bromo-2,3-dihydro-1H-isoindol-1-one|CS-D1613

Structure of 552330-86-6

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General Information

  • CAS No. 552330-86-6
  • Cat. No. CS-D1613
  • Purity ≥98%
  • MDL No. MFCD09701292
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrNO
  • Molecular Weight 212.05
  • Synonym(s) None
  • SMILES O=C1NCC2=C1C=CC(Br)=C2

Description

5-Bromo-2,3-dihydro-1H-isoindol-1-one features a brominated isoindolinone core with enhanced electrophilicity at the carbonyl carbon. This bench-stable scaffold integrates readily into C–H functionalization and transition-metal-catalyzed coupling reactions. The electron-deficient ring system facilitates nucleophilic addition and enables access to complex heterocyclic architectures in medicinal chemistry and materials synthesis.

Application

5-Bromo-2,3-dihydro-1H-isoindol-1-one serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. The isoindolinone core provides structural rigidity and favorable pharmacophoric properties, while the bromide facilitates efficient diversification. Bench-stable and compatible with standard synthetic protocols, it functions effectively in the construction of complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • WO2007/131991 A1, ; Page/Page column 91 ;
  • Route2

    References

    • WO2011/134468 A1, ; WO 2011/134468 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   1.6925
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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