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CS-W001157 4
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5-Chloro-6-methoxy-1H-indole

  • CAS No. 90721-60-1

  • Cat. No. CS-0054215
  • Molecule weight181.62
  • Purity≥98%
  • MDL No.None

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

5-Chloro-6-methoxy-1H-indole|CS-0054215

Structure of 90721-60-1

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General Information

  • CAS No. 90721-60-1
  • Cat. No. CS-0054215
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈ClNO
  • Molecular Weight 181.62
  • Synonym(s) 5-CHLORO-6-METHOXYINDOLE
  • SMILES COC1=CC2=C(C=C1Cl)C=CN2

Description

5-Chloro-6-methoxy-1H-indole is a heterocyclic building block featuring a chlorinated and methoxylated indole core. This electron-deficient scaffold enables direct functionalization in C–H activation and cross-coupling processes. The methoxy group enhances solubility and modulates reactivity, while the chlorine serves as a handle for palladium-catalyzed transformations. Bench-stable under standard conditions, it integrates efficiently into pharmaceutical and agrochemical intermediates.

Application

5-Chloro-6-methoxy-1H-indole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C5 and C6 positions. Its ortho-chloro and methoxy substituents provide complementary reactivity for palladium-catalyzed cross-coupling and electrophilic substitution, respectively. The compound exhibits good bench stability and facilitates efficient synthesis of indole-based pharmaceutical intermediates, particularly in kinase inhibitor and CNS-targeted scaffolds.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   25.02
  • LogP   2.8299
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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