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CS-W001157 4
Total: USD 88.00

6-Bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one

  • CAS No. 158326-84-2

  • Cat. No. CS-0050285
  • Purity≥98%
  • MDL No.None

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

6-Bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one|CS-0050285

Structure of 158326-84-2

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General Information

  • CAS No. 158326-84-2
  • Cat. No. CS-0050285
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀BrNO
  • Molecular Weight 240.10
  • Synonym(s) 6-Bromo-3,3-dimethylindolin-2-one
  • SMILES CC1(C)C(=O)NC2=CC(Br)=CC=C12

Description

6-Bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one is a sterically hindered indolinone derivative featuring a bromine substituent at the C6 position and two methyl groups at C3. This configuration enhances stability and directs regioselective functionalization in synthetic transformations. The molecule serves as a key scaffold for medicinal chemistry campaigns targeting kinase inhibitors and bioactive heterocycles.

Application

6-Bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one serves as a versatile building block for the synthesis of substituted indolinones and related heterocyclic scaffolds. The bromine at the 6-position enables palladium-catalyzed cross-coupling reactions, while the sterically hindered 3,3-dimethyl substitution enhances bench stability and facilitates purification. This compound functions effectively in late-stage functionalization strategies and supports diverse transformations under standard reaction conditions.

Synthesis

  • Route1
    • In-stock
      6-Bromooxindole|CS-W008941
      99365-40-9
    • null|null
      74-88-4
    • ~90%
    • In-stock
      6-Bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one|CS-0050285
      158326-84-2

    References

    • Eisai Co., Ltd. Patent: US2002/19531 A1, 2002 ; US 20020019531 A1
  • Route2
    • null|null
      172426-16-3
    • ~98%
    • In-stock
      6-Bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one|CS-0050285
      158326-84-2

    References

    • Atwal, Karnail S.; Ferrara, Francis N.; Ding, Charles Z.; Grover, Gary J.; Sleph, Paul G.; Dzwonczyk, Steven; Baird, Anne J.; Normandin, Diane E. Journal of Medicinal Chemistry, 1996 , vol. 39, # 1 p. 304 - 313
  • Route3

    References

    • Atwal, Karnail S.; Ferrara, Francis N.; Ding, Charles Z.; Grover, Gary J.; Sleph, Paul G.; Dzwonczyk, Steven; Baird, Anne J.; Normandin, Diane E. Journal of Medicinal Chemistry, 1996 , vol. 39, # 1 p. 304 - 313

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   2.6788
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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