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CS-W001157 4
Total: USD 88.00

4-Iodo-1-(tetrahydropyran-2-yl)-1H-pyrazole

  • CAS No. 938066-17-2

  • Cat. No. CS-W022197
  • Purity≥95%
  • MDL No.None

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

4-Iodo-1-(tetrahydropyran-2-yl)-1H-pyrazole|CS-W022197

Structure of 938066-17-2

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General Information

  • CAS No. 938066-17-2
  • Cat. No. CS-W022197
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁IN₂O
  • Molecular Weight 278.09
  • Synonym(s) 4-Iodo-1-tetrahydropyran-2-yl-pyrazole
  • SMILES IC1=CN(C2CCCCO2)N=C1

Description

4-Iodo-1-(tetrahydropyran-2-yl)-1H-pyrazole features a pyrazole core functionalized with a tetrahydropyran-2-yl group and a reactive iodine at the 4-position. This combination enables efficient cross-coupling reactions, while the tetrahydropyran moiety enhances solubility and stability under standard conditions.

Application

4-Iodo-1-(tetrahydropyran-2-yl)-1H-pyrazole serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling efficient access to functionalized pyrazole scaffolds. The tetrahydropyran-2-yl group provides stable protection of the N1 position, offering excellent bench stability and compatibility with diverse reaction conditions. Its iodide moiety facilitates reliable coupling with boronic acids, stannanes, and other partners under standard Pd-catalyzed protocols, making it a practical choice for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      110-87-2
    • In-stock
      4-Iodopyrazole|CS-W008950
      3469-69-0
    • ~90%
    • In-stock
      4-Iodo-1-(tetrahydropyran-2-yl)-1H-pyrazole|CS-W022197
      938066-17-2

    References

    • Font-Sanchis, Enrique; Cespedes-Guirao, F. Javier; Sastre-Santos, Angela; Fernandez-Lazaro, Fernando Journal of Organic Chemistry, 2007 , vol. 72, # 9 p. 3589 - 3591

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

Quality Control

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Computational Chemistry Data

  • TPSA   27.05
  • LogP   2.1868
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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