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CS-W001157 4
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5-Bromo-6-methyl-1H-indole

  • CAS No. 1000343-13-4

  • Cat. No. CS-0039194
  • Molecule weight210.07
  • Purity≥98%
  • MDL No.MFCD09026969

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

5-Bromo-6-methyl-1H-indole|CS-0039194

Structure of 1000343-13-4

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General Information

  • CAS No. 1000343-13-4
  • Cat. No. CS-0039194
  • Purity ≥98%
  • MDL No. MFCD09026969
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrN
  • Molecular Weight 210.07
  • Synonym(s) 5-BROMO-6-METHYL INDOLE
  • SMILES CC1=CC2=C(C=C1Br)C=CN2

Description

5-Bromo-6-methyl-1H-indole integrates a bromine substituent at C5 and a methyl group at C6, creating a sterically accessible, electron-deficient indole core. This configuration enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds requiring halogen-directed derivatization.

Application

5-Bromo-6-methyl-1H-indole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. Its methyl group enhances solubility and modulates electronic properties, while the bromine facilitates efficient derivatization under standard Suzuki-Miyaura and Stille conditions. The compound exhibits excellent bench stability and is readily purified by flash chromatography or recrystallization, making it well-suited for scale-up applications in API development and target-oriented synthesis.

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   15.79
  • LogP   3.23882
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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