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CS-W001157 4
Total: USD 88.00

4-Bromo-1-methylindolin-2-one

  • CAS No. 884855-68-9

  • Cat. No. CS-0172430
  • Purity≥96%
  • MDL No.None

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

4-Bromo-1-methylindolin-2-one|CS-0172430

Structure of 884855-68-9

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General Information

  • CAS No. 884855-68-9
  • Cat. No. CS-0172430
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrNO
  • Molecular Weight 226.07
  • Synonym(s) 4-Bromo-1-methylindolin-2-one, 4-Bromo-1,3-dihydro-1-methyl-2H-indol-2-one
  • SMILES CN1C2=CC=CC(=C2CC1=O)Br

Description

4-Bromo-1-methylindolin-2-one features a brominated indolinone scaffold with enhanced electron-withdrawing character, enabling direct functionalization at the C4 position. This bench-stable heterocycle integrates readily into medicinal chemistry campaigns, serving as a core building block for kinase inhibitors and bioactive molecule synthesis under standard conditions.

Application

4-Bromo-1-methylindolin-2-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent and electron-deficient indolinone core. The methyl group at the nitrogen enhances metabolic stability while maintaining compatibility with standard functionalization protocols. Its bench-stable nature and ease of purification make it ideal for constructing complex heterocyclic scaffolds in API development workflows.

Synthesis

  • Route1
    • In-stock
      4-Bromooxindole|CS-W005098
      99365-48-7
    • null|null
      77-78-1
    • ~87%
    • In-stock
      4-Bromo-1-methylindolin-2-one|CS-0172430
      884855-68-9

    References

    • Brailsford, John A.; Lauchli, Ryan; Shea, Kenneth J. Organic Letters, 2009 , vol. 11, # 22 p. 5330 - 5333
  • Route2
    • 4-Bromo-1-methylindoline-2,3-dione|CS-0434259
      884855-67-8
    • ~82%
    • In-stock
      4-Bromo-1-methylindolin-2-one|CS-0172430
      884855-68-9

    References

    • DECODE CHEMISTRY, INC. Patent: WO2006/44415 A2, 2006 ; Location in patent: Page/Page column 119 ; WO 2006/044415 A2
  • Route3
    • null|null
      901310-01-8
    • ~81%
    • In-stock
      4-Bromo-1-methylindolin-2-one|CS-0172430
      884855-68-9

    References

    • van den Hoogenband, Adri; Lange, Jos H.M.; den Hartog, Jack A.J.; Henzen, Remco; Terpstra, Jan Willem Tetrahedron Letters, 2007 , vol. 48, # 26 p. 4461 - 4465

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   1.968
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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