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CS-W001157 4
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3-Iodo-4-methoxypyridine

  • CAS No. 89640-55-1

  • Cat. No. CS-W006465
  • Purity≥98%
  • MDL No.MFCD01416617

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

3-Iodo-4-methoxypyridine|CS-W006465

Structure of 89640-55-1

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General Information

  • CAS No. 89640-55-1
  • Cat. No. CS-W006465
  • Purity ≥98%
  • MDL No. MFCD01416617
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆INO
  • Molecular Weight 235.02
  • Synonym(s) 3-IODO-4-METHOXY-PYRIDINE
  • SMILES COC1=C(I)C=NC=C1

Description

3-Iodo-4-methoxypyridine is a bench-stable heterocyclic building block featuring a strategically positioned iodide and methoxy group. This combination enables direct functionalization in cross-coupling reactions, delivering access to complex pyridine derivatives with high regiocontrol. The electron-rich pyridine core enhances reactivity in palladium-catalyzed transformations.

Application

3-Iodo-4-methoxypyridine serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The iodide group facilitates palladium-catalyzed coupling with boronic acids, stannanes, and other nucleophiles under standard conditions. The methoxy substituent enhances solubility and provides orthogonal reactivity for further functionalization. Bench-stable and readily purified by column chromatography, it functions reliably in medicinal chemistry and process synthesis workflows.

Synthesis

  • Route1

    References

    • Trecourt, Francois; Mallet, Marc; Mongin, Olivier; Gervais, Bruno; Queguiner, Guy Tetrahedron, 1993 , vol. 49, # 37 p. 8373 - 8380

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P301+P310-P330-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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