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CS-W001157 4
Total: USD 88.00

5-Chloro-3-methyl-1H-indole

  • CAS No. 71095-42-6

  • Cat. No. CS-0050527
  • Purity≥96%
  • MDL No.None

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

5-Chloro-3-methyl-1H-indole|CS-0050527

Structure of 71095-42-6

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General Information

  • CAS No. 71095-42-6
  • Cat. No. CS-0050527
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈ClN
  • Molecular Weight 165.62
  • Synonym(s) 5-CHLORO-3-METHYLINDOLE
  • SMILES CC1=CNC2=CC=C(Cl)C=C12

Description

5-Chloro-3-methyl-1H-indole delivers a sterically accessible indole scaffold with enhanced electronic modulation from the chloro and methyl substituents. This bench-stable heterocycle integrates readily into bioactive molecule architectures, particularly in medicinal chemistry scaffolds requiring halogenated aromatic systems.

Application

5-Chloro-3-methyl-1H-indole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C3 position and facilitating C–H arylation or cross-coupling reactions. Its electron-deficient indole core enhances reactivity in Pd-catalyzed transformations, while the chloro and methyl groups provide orthogonal handles for further derivatization. Bench-stable and readily purified by column chromatography, it functions efficiently in the synthesis of heterocyclic scaffolds relevant to pharmaceutical discovery.

Synthesis

  • Route1
    • In-stock
      2-Bromo-4-chloro-1-iodobenzene|CS-W007924
      31928-44-6
    • null|null
      107-11-9
    • ~58%
    • In-stock
      5-Chloro-3-methyl-1H-indole|CS-0050527
      71095-42-6

    References

    • Jensen, Thomas; Pedersen, Henrik; Bang-Andersen, Benny; Madsen, Robert; Jorgensen, Morten Angewandte Chemie - International Edition, 2008 , vol. 47, # 5 p. 888 - 890
  • Route2
    • 5-Chloro-3-methyl-1H-indole-2-carboxylic acid|CS-0313686
      16381-47-8
    • ~92%
    • In-stock
      5-Chloro-3-methyl-1H-indole|CS-0050527
      71095-42-6

    References

    • Liu, Ruiyan; Zhang, Puwen; Gan, Tong; Cook, James M. Journal of Organic Chemistry, 1997 , vol. 62, # 21 p. 7447 - 7456
  • Route3

    References

    • Chemical Communications, , # 9 p. 995 - 996

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.12972
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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