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CS-W001157 4
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7-Iodo-1H-indazole

  • CAS No. 945761-94-4

  • Cat. No. CS-0050017
  • Purity≥98%
  • MDL No.None

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

7-Iodo-1H-indazole|CS-0050017

Structure of 945761-94-4

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General Information

  • CAS No. 945761-94-4
  • Cat. No. CS-0050017
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅IN₂
  • Molecular Weight 244.03
  • Synonym(s) 1H-indazole, 7-iodo-
  • SMILES IC1=CC=CC2=C1NN=C2

Description

7-Iodo-1H-indazole is a bench-stable, moisture-tolerant heterocyclic building block featuring a reactive iodine substituent at the 7-position. This electron-deficient indazole core integrates readily into cross-coupling reactions, enabling efficient access to functionalized biaryl architectures in medicinal chemistry and materials science applications.

Application

7-Iodo-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to install aryl and heteroaryl groups at the 7-position. Its iodine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the indazole core offers moderate stability and compatibility with diverse functional groups. The compound functions effectively in late-stage diversification of bioactive scaffolds and is well-suited for scalable synthesis and purification via standard chromatographic methods.

Synthesis

  • Route1

    References

    • Cottyn, Betty; Acher, Francine; Ramassamy, Booma; Alvey, Luke; Lepoivre, Michel; Frapart, Yves; Stuehr, Dennis; Mansuy, Daniel; Boucher, Jean-Luc; Vichard, Dominique Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 11 p. 5962 - 5973
  • Route2

    References

    • Synlett, , # 8 p. 1203 - 1206
  • Route3

    References

    • Synlett, , # 8 p. 1203 - 1206

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.1675
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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