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CS-W001157 4
Total: USD 88.00

7-Bromooxindole

  • CAS No. 320734-35-8

  • Cat. No. CS-W000051
  • Purity≥95%
  • MDL No.MFCD02179613

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

7-Bromooxindole|CS-W000051

Structure of 320734-35-8

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General Information

  • CAS No. 320734-35-8
  • Cat. No. CS-W000051
  • Purity ≥95%
  • MDL No. MFCD02179613
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrNO
  • Molecular Weight 212.04
  • Synonym(s) 7-Bromo-2-indolinone
  • SMILES Brc1cccc2CC(=O)Nc12

Description

7-Bromooxindole serves as a key building block in the synthesis of bioactive heterocycles, featuring a bromine substituent at the 7-position that enables facile cross-coupling transformations. The oxindole core provides a rigid, electron-deficient scaffold ideal for medicinal chemistry applications, while its bench-stable nature facilitates handling under standard conditions.

Application

7-Bromooxindole serves as a versatile building block in medicinal chemistry, enabling direct functionalization via palladium-catalyzed cross-coupling reactions. The bromine substituent at the 7-position provides high reactivity in Suzuki, Stille, and Negishi couplings, facilitating rapid access to substituted oxindole scaffolds. Its bench-stable crystalline form simplifies handling and purification, while compatibility with diverse functional groups supports efficient synthesis of complex heterocyclic architectures relevant to drug discovery.

Synthesis

  • Route1

    References

    • Lin, Wei; Hu, Ming-Hua; Feng, Xian; Fu, Lei; Cao, Cheng-Pao; Huang, Zhi-Bin; Shi, Da-Qing Tetrahedron Letters, 2014 , vol. 55, # 14 p. 2238 - 2242
  • Route2
    • 2-(3-Bromo-2-nitrophenyl)acetic acid|CS-0511921
      400629-31-4
    • ~27%
    • In-stock
      7-Bromooxindole|CS-W000051
      320734-35-8

    References

    • Bender, David Michael; Forman, Scott Louis; Jones, Winton Dennis; Smith, Daryl Lynn; Zarrinmayeh, Hamideh; Zimmerman, Dennis Michael Patent: US2003/225127 A1, 2003 ; Location in patent: Page 14 - 15 ;
  • Route3
    • null|null
      320734-34-7
    • ~%
    • In-stock
      7-Bromooxindole|CS-W000051
      320734-35-8

    References

    • Tetrahedron Letters, , vol. 41, # 47 p. 9089 - 9093

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

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   1.9437
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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