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CS-W001157 4
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5-Bromo-1H-indole-2-carbonitrile

  • CAS No. 902772-13-8

  • Cat. No. CS-W018835
  • Purity≥97%
  • MDL No.MFCD20274509

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

5-Bromo-1H-indole-2-carbonitrile|CS-W018835

Structure of 902772-13-8

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General Information

  • CAS No. 902772-13-8
  • Cat. No. CS-W018835
  • Purity ≥97%
  • MDL No. MFCD20274509
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrN₂
  • Molecular Weight 221.05
  • Synonym(s) 5-bromoindole-2-carbonitrile
  • SMILES BrC1=CC2=C(NC(=C2)C#N)C=C1

Description

5-Bromo-1H-indole-2-carbonitrile features a bromine substituent at the 5-position and a nitrile group at the 2-position of the indole core, enabling direct incorporation into diverse heterocyclic scaffolds. This bench-stable, moisture-tolerant building block facilitates efficient access to functionalized indoles via cross-coupling and nucleophilic addition reactions under standard conditions.

Application

5-Bromo-1H-indole-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromine site. The nitrile group provides orthogonal functionality for further derivatization, while the indole core offers structural relevance to bioactive scaffolds. Its bench-stable nature and compatibility with standard purification protocols make it ideal for modular synthesis workflows in API development.

Synthesis

  • Route1

    References

    • BIOLIPOX AB Patent: WO2006/77367 A1, 2006 ; Location in patent: Page/Page column 120 ; WO 2006/077367 A1

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

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