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CS-W001157 4
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4-Iodo-2-methoxypyridine

  • CAS No. 98197-72-9

  • Cat. No. CS-0005494
  • Purity≥98%
  • MDL No.MFCD08277272

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

4-Iodo-2-methoxypyridine|CS-0005494

Structure of 98197-72-9

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General Information

  • CAS No. 98197-72-9
  • Cat. No. CS-0005494
  • Purity ≥98%
  • MDL No. MFCD08277272
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆INO
  • Molecular Weight 235.02
  • Synonym(s) pyridine, 4-iodo-2-methoxy-
  • SMILES COC1=NC=CC(I)=C1

Description

4-Iodo-2-methoxypyridine is a bench-stable, electron-deficient pyridine derivative featuring a para-iodo substituent and an ortho-methoxy group. This combination enables efficient cross-coupling reactions in palladium-catalyzed transformations, where the iodide serves as a reactive handle and the methoxy group enhances solubility while stabilizing intermediates.

Application

4-Iodo-2-methoxypyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The iodide group facilitates reliable Suzuki, Stille, and Negishi couplings, while the ortho-methoxy substituent provides moderate electronic activation and steric control. Its bench-stable crystalline form allows for straightforward handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      124-41-4
    • In-stock
      2-Fluoro-4-iodopyridine|CS-B0944
      22282-70-8
    • ~93%
    • In-stock
      4-Iodo-2-methoxypyridine|CS-0005494
      98197-72-9

    References

    • ISHIHARA SANGYO KAISHA, LTD. Patent: EP1559320 A1, 2005 ; Location in patent: Page/Page column 6 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      2-Fluoro-4-iodopyridine|CS-B0944
      22282-70-8
    • ~%
    • In-stock
      4-Iodo-2-methoxypyridine|CS-0005494
      98197-72-9

    References

    • WO2005/113494 A2, ; Page/Page column 142 ; WO 2005/113494 A2
  • Route3
    • null|null
      67-56-1
    • null|null
      124-41-4
    • In-stock
      2-Fluoro-4-iodopyridine|CS-B0944
      22282-70-8
    • ~90%
    • In-stock
      4-Iodo-2-methoxypyridine|CS-0005494
      98197-72-9

    References

    • ISHIHARA SANGYO KAISHA, LTD. Patent: EP1679003 A1, 2006 ; Location in patent: Page/Page column 13 ;

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   22.12
  • LogP   1.6948
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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