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CS-W001157 4
Total: USD 88.00

5-Iodopicolinic acid

  • CAS No. 32046-43-8

  • Cat. No. CS-W022397
  • Purity≥97%
  • MDL No.MFCD09910324

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

5-Iodopicolinic acid|CS-W022397

Structure of 32046-43-8

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General Information

  • CAS No. 32046-43-8
  • Cat. No. CS-W022397
  • Purity ≥97%
  • MDL No. MFCD09910324
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄INO₂
  • Molecular Weight 249.01
  • Synonym(s) 5-Iodopyridine-2-carboxylic acid
  • SMILES OC(C1=NC=C(C=C1)I)=O

Description

5-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, facilitating efficient integration into complex molecular architectures. The carboxylic acid group offers versatile derivatization potential for conjugation and functionalization.

Application

5-Iodopicolinic acid serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. The iodide group facilitates efficient coupling with boronic acids, stannanes, and other nucleophiles under standard conditions, while the carboxylic acid functionality allows for direct derivatization or incorporation into pharmaceutical intermediates. Its bench-stable nature and compatibility with diverse functional groups make it a practical choice for medicinal chemistry campaigns and process development.

Synthesis

  • Route1

    References

    • WO2009/70485 A1, ; Page/Page column 112-113 ; WO 2009/070485 A1
  • Route2

    References

    • Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 36, # 10 p. 933 - 945
  • Route3

    References

    • Pharmazie, , vol. 38, # 9 p. 591 - 596

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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