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Methyl 6-chloro-1H-indole-5-carboxylate

  • CAS No. 162100-83-6

  • Cat. No. CS-0018495
  • Purity≥95%
  • MDL No.MFCD11976069

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

Methyl 6-chloro-1H-indole-5-carboxylate|CS-0018495

Structure of 162100-83-6

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General Information

  • CAS No. 162100-83-6
  • Cat. No. CS-0018495
  • Purity ≥95%
  • MDL No. MFCD11976069
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈ClNO₂
  • Molecular Weight 209.63
  • Synonym(s) Methyl 6-chloroindole-5-carboxylate
  • SMILES O=C(C1=CC2=C(NC=C2)C=C1Cl)OC

Description

Methyl 6-chloro-1H-indole-5-carboxylate features a chlorinated indole core with a methyl ester at the C5 position, enabling direct integration into heterocyclic synthesis. The electron-deficient aromatic system enhances reactivity in transition-metal-catalyzed couplings, while the ester group provides a handle for selective derivatization. This bench-stable intermediate supports efficient access to bioactive indole scaffolds in medicinal chemistry and materials science applications.

Application

Methyl 6-chloro-1H-indole-5-carboxylate serves as a versatile building block for the synthesis of substituted indoles and heterocyclic scaffolds. The methyl ester group enables straightforward derivatization, while the 6-chloro substituent facilitates palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and compatibility with diverse functional groups make it well-suited for medicinal chemistry and process development workflows.

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

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Computational Chemistry Data

  • TPSA   42.09
  • LogP   2.6079
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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