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CS-W001157 4
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6-Bromo-1-methyl-2,3-dihydro-1H-indol-2-one

  • CAS No. 897957-06-1

  • Cat. No. CS-0054458
  • Purity≥95%
  • MDL No.None

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

6-Bromo-1-methyl-2,3-dihydro-1H-indol-2-one|CS-0054458

Structure of 897957-06-1

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General Information

  • CAS No. 897957-06-1
  • Cat. No. CS-0054458
  • 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) 6-Bromo-1-methylindolin-2-one
  • SMILES O=C1N(C)C2=C(C=CC(Br)=C2)C1

Description

6-Bromo-1-methyl-2,3-dihydro-1H-indol-2-one is a bench-stable heterocyclic building block featuring a brominated indolinone core. This electron-deficient scaffold integrates readily into synthetic sequences requiring halogen-directed functionalization. The methyl group at the nitrogen enhances solubility and stability, while the bromine substituent enables palladium-catalyzed cross-coupling reactions.

Application

6-Bromo-1-methyl-2,3-dihydro-1H-indol-2-one serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. Its methylated indolinone core offers enhanced stability and favorable solubility for downstream transformations. The bromo group facilitates efficient coupling with aryl, heteroaryl, and alkenyl partners, while the lactam functionality provides a robust scaffold for constructing biologically relevant heterocycles.

Safety Information

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

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