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

  • CAS No. 248602-16-6

  • Cat. No. CS-W003569
  • Purity≥97%
  • MDL No.MFCD09026999

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

6-Bromo-5-methyl-1H-indole|CS-W003569

Structure of 248602-16-6

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General Information

  • CAS No. 248602-16-6
  • Cat. No. CS-W003569
  • Purity ≥97%
  • MDL No. MFCD09026999
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrN
  • Molecular Weight 210.07
  • Synonym(s) 6-BROMO-5-METHYLINDOLE
  • SMILES Brc1cc2[nH]ccc2cc1C

Description

6-Bromo-5-methyl-1H-indole is a brominated indole derivative featuring a methyl group at the 5-position and a bromine atom at the 6-position, enhancing its electron-deficient character. This configuration enables direct functionalization in cross-coupling reactions and facilitates integration into bioactive heterocycles. The compound exhibits good stability under standard bench conditions and serves as a key intermediate in medicinal chemistry and materials synthesis.

Application

6-Bromo-5-methyl-1H-indole serves as a versatile building block for constructing biologically relevant heterocycles, enabling palladium-catalyzed cross-coupling reactions with high functional group tolerance. Its bromine and methyl substituents provide orthogonal reactivity for sequential modifications, while the indole core offers inherent stability and compatibility with standard synthetic workflows.

Synthesis

  • Route1
    • In-stock
      2-Bromo-1-methyl-4-nitrobenzene|CS-W009519
      7745-93-9
    • null|null
      1826-67-1
    • ~34%
    • In-stock
      6-Bromo-5-methyl-1H-indole|CS-W003569
      248602-16-6

    References

    • Dobbs, Adrian P.; Voyle, Martyn; Whittall, Neil Synlett, 1999 , # 10 p. 1594 - 1596
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 10 p. 1598 - 1612
  • Route3
    • N-(3-Bromo-4-methylphenyl)methanesulfonamide|CS-0258972
      116598-91-5
    • ~%
    • In-stock
      6-Bromo-5-methyl-1H-indole|CS-W003569
      248602-16-6

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 10 p. 1598 - 1612

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

Quality Control

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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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