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CS-W001157 4
Total: USD 88.00

tert-Butyl 5-bromoindoline-1-carboxylate

  • CAS No. 261732-38-1

  • Cat. No. CS-W003449
  • Purity≥96%
  • MDL No.MFCD08059280

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

tert-Butyl 5-bromoindoline-1-carboxylate|CS-W003449

Structure of 261732-38-1

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General Information

  • CAS No. 261732-38-1
  • Cat. No. CS-W003449
  • Purity ≥96%
  • MDL No. MFCD08059280
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BrNO₂
  • Molecular Weight 298.18
  • Synonym(s) 5-Bromo-2,3-dihydroindole-1-carboxylic acid tert-butyl ester
  • SMILES O=C(N1CCC2=C1C=CC(Br)=C2)OC(C)(C)C

Description

tert-Butyl 5-bromoindoline-1-carboxylate features a brominated indoline scaffold with a tert-butyl ester group, enabling direct incorporation into cross-coupling reactions. The electron-deficient bromide facilitates palladium-catalyzed transformations, while the bench-stable ester protects the amine during multistep synthesis. This compound serves as a key intermediate for bioactive heterocycles and pharmaceutical candidates.

Application

tert-Butyl 5-bromoindoline-1-carboxylate serves as a versatile building block for the synthesis of indoline-based pharmaceutical intermediates. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate protects the nitrogen under standard conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient access to complex heterocyclic scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • US2008/45543 A1, ; Page/Page column 28 ;
  • Route2

    References

    • WO2004/65351 A1, ; Page 82 ;
  • Route3

    References

    • US6608084 B1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335-H410
Precautionary Statements : P261-P273-P501

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   3.7467
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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