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CS-W001157 4
Total: USD 88.00

3-Iodopyridin-4-ol

  • CAS No. 89282-03-1

  • Cat. No. CS-W014750
  • Purity≥97%
  • MDL No.MFCD01646059

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

3-Iodopyridin-4-ol|CS-W014750

Structure of 89282-03-1

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General Information

  • CAS No. 89282-03-1
  • Cat. No. CS-W014750
  • Purity ≥97%
  • MDL No. MFCD01646059
  • 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(1H)-pyridinone, 3-iodo-
  • SMILES OC1=C(I)C=NC=C1

Description

3-Iodopyridin-4-ol features a pyridin-4-ol scaffold bearing an iodine atom at the 3-position, delivering a reactive handle for cross-coupling transformations. The hydroxyl group enhances solubility and enables hydrogen bonding interactions, while the electron-deficient ring facilitates nucleophilic substitution. This compound serves as a versatile intermediate in medicinal chemistry and materials synthesis.

Application

3-Iodopyridin-4-ol serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable iodide functionality. The phenolic hydroxyl group offers orthogonal reactivity for derivatization or protection, while the pyridine core provides favorable solubility and metabolic stability. This compound demonstrates bench stability and compatibility with standard synthetic workflows, facilitating efficient access to functionalized heterocycles and complex scaffolds in API development.

Synthesis

  • Route1

    References

    • METHYLGENE, INC.; RAEPPEL, Stephane; SAAVEDRA, Oscar; CLARIDGE, Stephen; VAISBURG, Arkadii; GAUDETTE, Frederic; ISAKOVIC, Ljubomir; DEZIEL, Robert Patent: WO2008/46216 A1, 2008 ; Location in patent: Page/Page column 170 ;
  • Route2

    References

    • Abbott Laboratories Patent: US6001849 A1, 1999 ;
  • Route3

    References

    • Archiv der Pharmazie (Weinheim, Germany), , vol. 289, p. 651,660

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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