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Ethyl 7-bromo-5-fluoro-1H-indole-2-carboxylate

  • CAS No. 396076-60-1

  • Cat. No. CS-0041156
  • Purity≥97%
  • MDL No.MFCD16036842

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

Ethyl 7-bromo-5-fluoro-1H-indole-2-carboxylate|CS-0041156

Structure of 396076-60-1

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General Information

  • CAS No. 396076-60-1
  • Cat. No. CS-0041156
  • Purity ≥97%
  • MDL No. MFCD16036842
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉BrFNO₂
  • Molecular Weight 286.10
  • Synonym(s) 1H-Indole-2-carboxylic acid, 7-bromo-5-fluoro-, ethyl ester
  • SMILES O=C(C(N1)=CC2=C1C(Br)=CC(F)=C2)OCC

Description

Ethyl 7-bromo-5-fluoro-1H-indole-2-carboxylate is a halogenated indole derivative featuring strategic bromo and fluoro substitutions at the 7- and 5-positions, respectively. This electron-deficient scaffold integrates readily into transition-metal-catalyzed cross-coupling reactions, enabling efficient access to complex heterocyclic architectures in medicinal chemistry and materials science applications.

Application

Ethyl 7-bromo-5-fluoro-1H-indole-2-carboxylate serves as a versatile building block for the synthesis of biologically relevant indole derivatives. Its compatibility with palladium-catalyzed cross-coupling reactions enables efficient construction of substituted indole scaffolds. The bromo and fluoro substituents provide orthogonal reactivity for sequential functionalization, while the ester group facilitates further transformations. This compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it well-suited for medicinal chemistry and process development workflows.

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 : 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   3.2462
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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