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CS-W001157 4
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5-Bromo-1-methyl-2-oxoindoline

  • CAS No. 20870-90-0

  • Cat. No. CS-0187107
  • Molecule weight226.07
  • Purity≥95%
  • MDL No.None

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

5-Bromo-1-methyl-2-oxoindoline|CS-0187107

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General Information

  • CAS No. 20870-90-0
  • Cat. No. CS-0187107
  • Purity ≥95%
  • 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) None
  • SMILES CN1C2=CC=C(C=C2CC1=O)Br

Description

5-Bromo-1-methyl-2-oxoindoline is a bench-stable, electron-deficient indoline derivative featuring a bromine substituent at the 5-position and a methyl group at nitrogen. This scaffold integrates readily into heterocyclic synthesis, serving as a key intermediate for medicinal chemistry applications. The para-brominated framework enables direct functionalization via palladium-catalyzed cross-coupling reactions.

Application

5-Bromo-1-methyl-2-oxoindoline serves as a versatile building block for the synthesis of substituted indoline scaffolds prevalent in medicinal chemistry. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the 2-oxo group provides a handle for further functionalization. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, facilitating integration into multi-step synthetic sequences for API development.

Synthesis

  • Route1

    References

    • Prandi, Cristina; Occhiato, Ernesto G.; Tabasso, Silvia; Bonfante, Paola; Novero, Mara; Scarpi, Dina; Bova, Maria Elena; Miletto, Ivana European Journal of Organic Chemistry, 2011 , # 20-21 p. 3781 - 3793

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P264-P270-P330-P405-P501

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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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