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CS-W001157 4
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3-Iodo-1-methyl-1H-pyrazole

  • CAS No. 92525-10-5

  • Cat. No. CS-W000413
  • Purity≥97%
  • MDL No.MFCD08435890

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

3-Iodo-1-methyl-1H-pyrazole|CS-W000413

Structure of 92525-10-5

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General Information

  • CAS No. 92525-10-5
  • Cat. No. CS-W000413
  • Purity ≥97%
  • MDL No. MFCD08435890
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅IN₂
  • Molecular Weight 208.00
  • Synonym(s) 3-Iodo-1-methylpyrazole
  • SMILES CN1C=CC(I)=N1

Description

3-Iodo-1-methyl-1H-pyrazole is a bench-stable, electron-deficient heterocycle featuring a reactive iodine substituent at the 3-position. This functional group enables efficient coupling in cross-coupling reactions, particularly in palladium-catalyzed transformations. The methyl group at the 1-position enhances solubility and modulates electronic properties, making this compound valuable for constructing complex nitrogen-containing scaffolds in medicinal chemistry and materials science.

Application

3-Iodo-1-methyl-1H-pyrazole serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. The iodine substituent enables reliable Suzuki, Stille, and Negishi coupling reactions, facilitating the construction of biaryl and heteroaryl scaffolds. Its methyl group enhances stability and solubility, while the pyrazole core provides a rigid, polar scaffold compatible with diverse functional groups. This compound offers excellent bench stability, ease of handling, and straightforward purification—ideal for modular drug discovery and API intermediate development.

Synthesis

  • Route1
    • In-stock
      3-Iodo-1H-pyrazole|CS-D0881
      4522-35-4
    • null|null
      74-88-4
    • ~%
    • In-stock
      3-Iodo-1-methyl-1H-pyrazole|CS-W000413
      92525-10-5

    References

    • Synthesis, , # 11 p. 1509 - 1512
  • Route2
    • null|null
      92524-98-6
    • ~45%
    • In-stock
      3-Iodo-1-methyl-1H-pyrazole|CS-W000413
      92525-10-5

    References

    • Effenberger, Franz; Krebs, Andreas Journal of Organic Chemistry, 1984 , vol. 49, # 24 p. 4687 - 4695

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   17.82
  • LogP   1.0247
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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