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CS-W001157 4
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4-Iodo-1-isobutyl-1H-pyrazole

  • CAS No. 918487-09-9

  • Cat. No. CS-0036157
  • Molecule weight250.08
  • Purity≥98%
  • MDL No.MFCD11054044

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

4-Iodo-1-isobutyl-1H-pyrazole|CS-0036157

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General Information

  • CAS No. 918487-09-9
  • Cat. No. CS-0036157
  • Purity ≥98%
  • MDL No. MFCD11054044
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₁IN₂
  • Molecular Weight 250.08
  • Synonym(s) 1-Isobutyl-4-iodo-1H-pyrazole
  • SMILES CC(C)CN1C=C(C=N1)I

Description

4-Iodo-1-isobutyl-1H-pyrazole is a bench-stable, moisture-tolerant heterocyclic building block featuring a reactive iodine handle at the 4-position and a sterically hindered isobutyl group at nitrogen. This combination enables efficient late-stage functionalization via cross-coupling reactions while maintaining structural integrity under standard conditions.

Application

4-Iodo-1-isobutyl-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable iodo substituent. The isobutyl group provides favorable lipophilicity and metabolic stability, while the pyrazole core offers hydrogen-bonding capacity and structural rigidity. This compound exhibits excellent bench stability, facilitates straightforward purification, and functions reliably in Suzuki-Miyaura and Negishi couplings for constructing complex heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 18 p. 5164 - 5170

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

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Computational Chemistry Data

  • TPSA   17.82
  • LogP   2.1437
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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