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CS-W001157 4
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7-Bromo-1H-indole-6-carbonitrile

  • CAS No. 2173193-92-3

  • Cat. No. CS-0173380
  • Purity≥97%
  • MDL No.None

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

7-Bromo-1H-indole-6-carbonitrile|CS-0173380

Structure of 2173193-92-3

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General Information

  • CAS No. 2173193-92-3
  • Cat. No. CS-0173380
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrN₂
  • Molecular Weight 221.05
  • Synonym(s) None
  • SMILES N#CC1=C(Br)C2=C(C=C1)C=CN2

Description

7-Bromo-1H-indole-6-carbonitrile is a brominated indole derivative featuring a nitrile group at the C6 position, enabling direct functionalization in cross-coupling and cyclization reactions. The electron-deficient aromatic core enhances reactivity in transition-metal-catalyzed transformations, while the bromine moiety provides a handle for further diversification. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and pharmaceutical candidates.

Application

7-Bromo-1H-indole-6-carbonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. Its bromo and nitrile groups provide orthogonal handles for sequential derivatization, while the indole core offers inherent stability and compatibility with diverse reaction conditions. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for iterative synthesis of complex heterocyclic scaffolds and API intermediates.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   39.58
  • LogP   2.80208
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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