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7-Bromo-2,3-dihydro-isoindol-1-one

  • CAS No. 200049-46-3

  • Cat. No. CS-0043271
  • Purity≥97%
  • MDL No.MFCD11848600

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

7-Bromo-2,3-dihydro-isoindol-1-one|CS-0043271

Structure of 200049-46-3

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General Information

  • CAS No. 200049-46-3
  • Cat. No. CS-0043271
  • Purity ≥97%
  • MDL No. MFCD11848600
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrNO
  • Molecular Weight 212.04
  • Synonym(s) 7-Bromoisoindolinone
  • SMILES O=C1NCC2=C1C(Br)=CC=C2

Description

7-Bromo-2,3-dihydro-isoindol-1-one features a brominated isoindolinone core with enhanced reactivity at the C7 position. This electron-deficient scaffold integrates readily into cross-coupling reactions and serves as a key building block in medicinal chemistry for constructing complex heterocyclic architectures under mild conditions.

Application

7-Bromo-2,3-dihydro-isoindol-1-one serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C7 position via palladium-catalyzed cross-coupling reactions. Its fused heterocyclic core exhibits good bench stability and compatibility with common protecting groups, facilitating efficient incorporation into complex scaffolds. The ketone functionality supports nucleophilic addition and reductive transformations, while the bromine substituent provides a reliable handle for further diversification in multi-step synthesis.

Synthesis

  • Route1

    References

    • JANSSEN PHARMACEUTICA, N.V. Patent: WO2007/47646 A2, 2007 ; Location in patent: Page/Page column 52-53 ; WO 2007/047646 A2
  • Route2
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      75366-10-8
    • ~%
    • In-stock
      7-Bromo-2,3-dihydro-isoindol-1-one|CS-0043271
      200049-46-3

    References

    • WO2006/21805 A1, ; Page/Page column 87 ; WO 2006/021805 A1
  • Route3
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      777859-74-2
    • ~%
    • In-stock
      7-Bromo-2,3-dihydro-isoindol-1-one|CS-0043271
      200049-46-3

    References

    • Heterocycles, , vol. 45, # 11 p. 2217 - 2221

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

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