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CS-W001157 4
Total: USD 88.00

4-Iodopyridin-3-ol

  • CAS No. 188057-20-7

  • Cat. No. CS-W003574
  • Purity≥95%
  • MDL No.MFCD09030242

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

4-Iodopyridin-3-ol|CS-W003574

Structure of 188057-20-7

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General Information

  • CAS No. 188057-20-7
  • Cat. No. CS-W003574
  • Purity ≥95%
  • MDL No. MFCD09030242
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄INO
  • Molecular Weight 221.00
  • Synonym(s) 4-IODO-PYRIDIN-3-OL
  • SMILES OC1=C(I)C=CN=C1

Description

4-Iodopyridin-3-ol features a pyridin-3-ol scaffold bearing an iodine atom at the 4-position, enabling direct functionalization via cross-coupling reactions. The hydroxyl group enhances solubility and provides a handle for derivatization, while the iodide serves as a robust coupling partner in palladium-catalyzed transformations. This compound exhibits bench-stable handling characteristics and integrates efficiently into complex molecular architectures.

Application

4-Iodopyridin-3-ol serves as a versatile building block in cross-coupling chemistry, enabling efficient access to functionalized pyridine scaffolds. The iodide group facilitates palladium-catalyzed coupling reactions with broad functional group tolerance, while the phenolic hydroxyl supports derivatization or metal complexation. Its bench-stable solid form and compatibility with standard synthetic protocols make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 4-Iodo-3-(methoxymethoxy)pyridine|CS-0672398
      81245-27-4
    • ~94%
    • In-stock
      4-Iodopyridin-3-ol|CS-W003574
      188057-20-7

    References

    • Marsault, Eric; Fraser, Graeme L.; Benakli, Kamel; St-Louis, Carl; Rouillard, Alain; Thomas, Helmut Patent: US2010/93720 A1, 2010 ; Location in patent: Page/Page column 57 ; US 20100093720 A1
  • Route2
    • null|null
      98976-94-4
    • ~61%
    • In-stock
      4-Iodopyridin-3-ol|CS-W003574
      188057-20-7

    References

    • Lindstroem; Ripa; Hallberg Organic letters, 2000 , vol. 2, # 15 p. 2291 - 2293
  • Route3

    References

    • Organic letters, , vol. 2, # 15 p. 2291 - 2293

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   33.12
  • LogP   1.3918
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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