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

  • CAS No. 10075-52-2

  • Cat. No. CS-0034511
  • Molecule weight210.07
  • Purity≥97%
  • MDL No.MFCD00159857

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

5-Bromo-1-methyl-1H-indole|CS-0034511

Structure of 10075-52-2

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General Information

  • CAS No. 10075-52-2
  • Cat. No. CS-0034511
  • Purity ≥97%
  • MDL No. MFCD00159857
  • 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-1-METHYL-INDOLE
  • SMILES CN1C=CC2=C1C=CC(Br)=C2

Description

5-Bromo-1-methyl-1H-indole delivers a brominated indole scaffold with enhanced solubility and stability under standard conditions. The methyl group at the nitrogen enhances electron density, while the bromine substituent at the 5-position enables efficient coupling in cross-coupling reactions. This compound serves as a key intermediate in medicinal chemistry and materials science.

Application

5-Bromo-1-methyl-1H-indole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The bromo group provides high reactivity for C–C bond formation, while the methylated indole core offers enhanced stability and solubility. This compound facilitates efficient synthesis of substituted indole scaffolds commonly found in bioactive molecules and functional polymers.

Synthesis

  • Route1
    • In-stock
      5-Bromoindole|CS-D0617
      10075-50-0
    • null|null
      74-88-4
    • ~99%
    • In-stock
      5-Bromo-1-methyl-1H-indole|CS-0034511
      10075-52-2

    References

    • Yokoyama, Yasushi; Tanaka, Tatsuo; Yamane, Takeshi; Kurita, Yukio Chemistry Letters, 1991 , # 7 p. 1125 - 1128
  • Route2
    • In-stock
      5-Bromoindole|CS-D0617
      10075-50-0
    • null|null
      616-38-6
    • ~98%
    • In-stock
      5-Bromo-1-methyl-1H-indole|CS-0034511
      10075-52-2

    References

    • Dell, Steven; Lozanov, Mario Emilov; Shieh, Wen-Chung Patent: US2004/59131 A1, 2004 ; Location in patent: Page 5 ;
  • Route3
    • null|null
      1352622-04-8
    • ~39%
    • In-stock
      5-Bromo-1-methyl-1H-indole|CS-0034511
      10075-52-2
    • null|null
      1352622-13-9

    References

    • Tetrahedron Letters, , vol. 53, # 1 p. 41 - 44

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   4.93
  • LogP   2.9408
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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