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CS-W001157 4
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4-Bromo-6-iodo-1H-indazole

  • CAS No. 885518-97-8

  • Cat. No. CS-0036583
  • Purity≥95%
  • MDL No.MFCD07781349

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

4-Bromo-6-iodo-1H-indazole|CS-0036583

Structure of 885518-97-8

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General Information

  • CAS No. 885518-97-8
  • Cat. No. CS-0036583
  • Purity ≥95%
  • MDL No. MFCD07781349
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrIN₂
  • Molecular Weight 322.93
  • Synonym(s) 4-bromo-6-iodoindazole
  • SMILES C1=C(C=C2C(=C1Br)C=NN2)I

Description

4-Bromo-6-iodo-1H-indazole features a dual-halogenated indazole core, enabling sequential cross-coupling reactions in the construction of complex heterocyclic architectures. The electron-deficient aromatic system facilitates efficient metal-catalyzed transformations, while the orthogonal reactivity of bromo and iodo substituents supports modular synthetic design. This compound serves as a key intermediate in medicinal chemistry and materials science applications requiring precise functionalization.

Application

4-Bromo-6-iodo-1H-indazole serves as a versatile biaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient access to functionalized indazole scaffolds. The orthogonal halogen reactivity—bromine undergoing Suzuki-Miyaura coupling, iodine participating in Stille or Negishi transformations—facilitates sequential diversification. Bench-stable and readily purified by flash chromatography, it supports scalable synthesis of complex heterocycles relevant to medicinal chemistry and materials science.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.93
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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