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CS-W001157 4
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5-Bromo-1-methyl-1H-indole-3-carboxylic acid

  • CAS No. 400071-95-6

  • Cat. No. CS-0028257
  • Purity≥97%
  • MDL No.MFCD14706162

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

5-Bromo-1-methyl-1H-indole-3-carboxylic acid|CS-0028257

Structure of 400071-95-6

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General Information

  • CAS No. 400071-95-6
  • Cat. No. CS-0028257
  • Purity ≥97%
  • MDL No. MFCD14706162
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO₂
  • Molecular Weight 254.08
  • Synonym(s) 5-Bromo-1-Methyl-1H-Indole-3-Carboxylicacid
  • SMILES OC(C1=CN(C)C2=CC=C(Br)C=C12)=O

Description

5-Bromo-1-methyl-1H-indole-3-carboxylic acid features a brominated indole core with a methyl group at the nitrogen and a carboxylic acid at the 3-position, enabling direct integration into bioactive molecule scaffolds. The electron-withdrawing bromine enhances reactivity in cross-coupling processes, while the carboxylic acid provides a handle for derivatization under standard conditions.

Application

5-Bromo-1-methyl-1H-indole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into biologically active indole scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the carboxylic acid group supports amide formation and derivatization under standard conditions. The molecule exhibits excellent bench stability and is readily purified by crystallization, making it well-suited for scalable synthesis and process development.

Synthesis

  • Route1
    • null|null
      1419518-02-7
    • ~44%
    • In-stock
      5-Bromo-1-methyl-1H-indole-3-carboxylic acid|CS-0028257
      400071-95-6

    References

    • UNIVERSITE JOSEPH FOURIER; DENIS, Jean-Noël; JOLIVALT, Claude, Marcelle; MAURIN, Max, Maurin, Louis; JEANTY, Matthieu Patent: WO2013/14102 A1, 2013 ; Location in patent: Page/Page column 64; 65; 66 ;
  • Route2

    References

    • Duflos, Muriel; Nourrisson, Marie-Renee; Brelet, Jacques; Courant, Jacqueline; LeBaut, Guillaume; Grimaud, Nicole; Petit, Jean-Yves European Journal of Medicinal Chemistry, 2001 , vol. 36, # 6 p. 545 - 553
  • Route3

    References

    • UNIVERSITE JOSEPH FOURIER; DENIS, Jean-Noël; JOLIVALT, Claude, Marcelle; MAURIN, Max, Maurin, Louis; JEANTY, Matthieu Patent: WO2013/14102 A1, 2013 ;

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   42.23
  • LogP   2.639
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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