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CS-W001157 4
Total: USD 88.00

4-Iodo-1-methyl-1H-pyrazole

  • CAS No. 39806-90-1

  • Cat. No. CS-W004080
  • Purity≥97%
  • MDL No.MFCD05663860

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

4-Iodo-1-methyl-1H-pyrazole|CS-W004080

Structure of 39806-90-1

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General Information

  • CAS No. 39806-90-1
  • Cat. No. CS-W004080
  • Purity ≥97%
  • MDL No. MFCD05663860
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅IN₂
  • Molecular Weight 208.00
  • Synonym(s) 1-Methyl-4-iodo-1H-pyrazole
  • SMILES Cn1cc(cn1)I

Description

4-Iodo-1-methyl-1H-pyrazole is a bench-stable, moisture-tolerant heterocyclic building block featuring a reactive iodide at the 4-position. This electron-deficient pyrazole integrates readily into cross-coupling reactions, enabling efficient access to functionalized scaffolds in medicinal chemistry and materials science.

Application

4-Iodo-1-methyl-1H-pyrazole serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The iodine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the 1-methylpyrazole moiety offers enhanced stability and solubility. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward purification and integration into complex molecule synthesis.

Synthesis

  • Route1
    • In-stock
      4-Iodopyrazole|CS-W008950
      3469-69-0
    • null|null
      74-88-4
    • ~95%
    • In-stock
      4-Iodo-1-methyl-1H-pyrazole|CS-W004080
      39806-90-1

    References

    • Eli Lilly and Company Patent: US6797723 B1, 2004 ; Location in patent: Page/Page column 97 ; US 6797723 B1
  • Route2
    • null|null
      930-36-9
    • ~99%
    • In-stock
      4-Iodo-1-methyl-1H-pyrazole|CS-W004080
      39806-90-1

    References

    • Wayne Craig; Eberle, Martin; Irminger, Bruno; Schueckenboehmer, Anegret; Laime, Yvette; Mueller, Patrick Heterocycles, 2007 , vol. 71, # 9 p. 1967 - 1974
  • Route3
    • null|null
      74-88-4
    • ~93%
    • In-stock
      4-Iodo-1-methyl-1H-pyrazole|CS-W004080
      39806-90-1

    References

    • Wyeth Patent: US2007/4786 A1, 2007 ; Location in patent: Page/Page column 14 ; US 20070004786 A1

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

Quality Control

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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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