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CS-W001157 4
Total: USD 88.00

4-Bromo-1H-indole-6-carboxylic acid

  • CAS No. 374633-27-9

  • Cat. No. CS-0051013
  • Purity≥98%
  • MDL No.None

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

4-Bromo-1H-indole-6-carboxylic acid|CS-0051013

Structure of 374633-27-9

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General Information

  • CAS No. 374633-27-9
  • Cat. No. CS-0051013
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO₂
  • Molecular Weight 240.05
  • Synonym(s) 4-BROMOINDOLE-6-CARBOXYLIC ACID
  • SMILES OC(=O)C1=CC(Br)=C2C=CNC2=C1

Description

4-Bromo-1H-indole-6-carboxylic acid features a brominated indole core with a carboxylic acid group at the C6 position, enabling direct coupling in pharmaceutical and agrochemical synthesis. The electron-deficient aromatic system enhances reactivity in transition-metal-catalyzed transformations, while the bench-stable functionality simplifies handling under standard conditions.

Application

4-Bromo-1H-indole-6-carboxylic acid serves as a versatile building block for the synthesis of indole-based pharmaceuticals and agrochemicals. The bromo and carboxylic acid functionalities enable direct coupling reactions, including Suzuki-Miyaura and amide formation, while maintaining stability under standard bench conditions. Its orthogonal reactivity facilitates late-stage functionalization in medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • WO2006/101937 A1, ; Page/Page column 39 ; WO 2006/101937 A1

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   53.09
  • LogP   2.6286
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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