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3-Iodo-1H-indazole-4-carbonitrile

  • CAS No. 944898-93-5

  • Cat. No. CS-0359875
  • Purity≥97%
  • MDL No.None

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

3-Iodo-1H-indazole-4-carbonitrile|CS-0359875

Structure of 944898-93-5

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General Information

  • CAS No. 944898-93-5
  • Cat. No. CS-0359875
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄IN₃
  • Molecular Weight 269.04
  • Synonym(s) 4-CYANO-3-IODO (1H)INDAZOLE
  • SMILES C1=CC(=C2C(=C1)NN=C2I)C#N

Description

3-Iodo-1H-indazole-4-carbonitrile is a versatile heterocyclic building block featuring an iodine atom at the 3-position and a nitrile group at the 4-position of the indazole core. This combination enables efficient cross-coupling reactions and facilitates the incorporation of electron-deficient motifs into complex molecular architectures under standard conditions.

Application

3-Iodo-1H-indazole-4-carbonitrile serves as a versatile building block for C–H functionalization and cross-coupling reactions in medicinal chemistry. The iodide enables palladium-catalyzed coupling with diverse nucleophiles, while the nitrile group provides a handle for downstream transformations. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of indazole-based heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim Patent: WO2013/26914 A1, 2013 ; Location in patent: Page/Page column 112 ; WO 2013/026914 A1
  • Route2

    References

    • WO2013/26914 A1, ; WO 2013/026914 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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.47
  • LogP   2.03918
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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