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CS-W001157 4
Total: USD 88.00

4-Iodopicolinic acid

  • CAS No. 405939-79-9

  • Cat. No. CS-W006791
  • Purity≥97%
  • MDL No.MFCD03426666

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

4-Iodopicolinic acid|CS-W006791

Structure of 405939-79-9

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General Information

  • CAS No. 405939-79-9
  • Cat. No. CS-W006791
  • Purity ≥97%
  • MDL No. MFCD03426666
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄INO₂
  • Molecular Weight 249.01
  • Synonym(s) 4-Iodo-pyridine-2-carboxylic acid
  • SMILES O=C(C1=NC=CC(I)=C1)O

Description

4-Iodopicolinic acid is a bench-stable, moisture-tolerant heterocyclic carboxylic acid featuring a para-iodinated pyridine ring. This iodine moiety enables direct coupling in cross-coupling reactions, while the carboxylic acid group provides a versatile anchor for peptide synthesis and conjugation workflows under standard conditions.

Application

4-Iodopicolinic acid serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling direct functionalization at the pyridine ring via cross-coupling reactions. Its iodine substituent facilitates palladium-catalyzed transformations, while the carboxylic acid group allows for derivatization through amide formation, esterification, or activation for coupling. The molecule exhibits excellent bench stability and compatibility with diverse reaction conditions, making it a reliable scaffold for constructing bioactive heterocycles and API intermediates.

Synthesis

  • Route1
    • 4-Chloro-pyridine-2-carboxylic acid methyl ester Sorafenib Impurity|CS-0181541
      24484-93-3
    • ~88%
    • In-stock
      4-Iodopicolinic acid|CS-W006791
      405939-79-9

    References

    • THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHOU, Jia; DING, Chunyong; CUNNINGHAM, Kathryn, A. Patent: WO2013/86266 A2, 2013 ; Location in patent: Paragraph 00092 ;
  • Route2

    References

    • THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHOU, Jia; DING, Chunyong; CUNNINGHAM, Kathryn, A. Patent: WO2013/86266 A2, 2013 ;
  • Route3

    References

    • THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHOU, Jia; DING, Chunyong; CUNNINGHAM, Kathryn, A. Patent: WO2013/86266 A2, 2013 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.3844
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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