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1-Acetyl-3-bromoindole

  • CAS No. 66417-73-0

  • Cat. No. CS-0041651
  • Purity≥96%
  • MDL No.MFCD00159880

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

1-Acetyl-3-bromoindole|CS-0041651

Structure of 66417-73-0

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General Information

  • CAS No. 66417-73-0
  • Cat. No. CS-0041651
  • Purity ≥96%
  • MDL No. MFCD00159880
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO
  • Molecular Weight 238.08
  • Synonym(s) 1-Acetyl-3-bromo-1H-indole
  • SMILES BrC1=CN(C(C)=O)C2=C1C=CC=C2

Description

1-Acetyl-3-bromoindole features a bromine substituent at the 3-position and an acetyl group at the 1-position of the indole core, combining electrophilic reactivity with enhanced solubility. This configuration enables direct incorporation into C–H functionalization cascades and transition-metal-catalyzed cross-couplings under mild conditions. The molecule exhibits bench-stable handling characteristics and compatibility with diverse reaction media.

Application

1-Acetyl-3-bromoindole serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the 3-position via palladium-catalyzed cross-coupling. The acetyl group enhances solubility and stabilizes the indole core against overreaction, while the bromo substituent provides high reactivity in standard coupling protocols. Its bench-stable crystalline form facilitates handling and purification, making it ideal for medicinal chemistry campaigns requiring rapid diversification of indole scaffolds.

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   22
  • LogP   3.0639
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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