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Methyl 2-(6-bromo-1H-indol-3-yl)acetate

  • CAS No. 152213-63-3

  • Cat. No. CS-0085442
  • Purity≥97%
  • MDL No.MFCD18452338

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

Methyl 2-(6-bromo-1H-indol-3-yl)acetate|CS-0085442

Structure of 152213-63-3

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General Information

  • CAS No. 152213-63-3
  • Cat. No. CS-0085442
  • Purity ≥97%
  • MDL No. MFCD18452338
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀BrNO₂
  • Molecular Weight 268.11
  • Synonym(s) None
  • SMILES O=C(OC)CC1=CNC2=C1C=CC(Br)=C2

Description

Methyl 2-(6-bromo-1H-indol-3-yl)acetate features a brominated indole core with a pendant acetate ester, enabling direct functionalization in cross-coupling and bioconjugation workflows. The electron-deficient bromine at the C6 position facilitates palladium-catalyzed transformations, while the methyl ester serves as a handle for selective derivatization. This bench-stable compound integrates readily into complex heterocyclic architectures.

Application

Methyl 2-(6-bromo-1H-indol-3-yl)acetate serves as a versatile building block for indole-based scaffolds, enabling efficient functionalization at the C3 position. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the ester group supports further derivatization via hydrolysis or reduction. Its bench-stable nature and compatibility with standard synthetic workflows make it ideal for medicinal chemistry campaigns targeting heterocyclic APIs.

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   2.6459
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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