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2-Iodo-3-methoxypyridine

  • CAS No. 93560-55-5

  • Cat. No. CS-0063167
  • Purity≥98%
  • MDL No.None

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

2-Iodo-3-methoxypyridine|CS-0063167

Structure of 93560-55-5

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General Information

  • CAS No. 93560-55-5
  • Cat. No. CS-0063167
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆INO
  • Molecular Weight 235.02
  • Synonym(s) None
  • SMILES COC1=CC=CN=C1I

Description

2-Iodo-3-methoxypyridine is a bench-stable, moisture-tolerant heterocyclic building block featuring a strategically positioned iodine atom and a methoxy group. This combination enables efficient palladium-catalyzed cross-coupling reactions and facilitates site-specific functionalization in synthetic organic chemistry.

Application

2-Iodo-3-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, esters, and other nucleophiles under standard conditions. The methoxy substituent provides moderate electron donation and enhances solubility, while the pyridine core offers stability and compatibility with diverse reaction environments. This compound functions reliably in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • In-stock
      2-Iodo-3-pyridinol|CS-D1763
      40263-57-8
    • null|null
      74-88-4
    • ~84%
    • In-stock
      2-Iodo-3-methoxypyridine|CS-0063167
      93560-55-5

    References

    • Mongin, Florence; Trecourt, Francois; Mongin, Olivier; Queguiner, Guy Tetrahedron, 2002 , vol. 58, # 2 p. 309 - 314
  • Route2

    References

    • Chau, Nguyet Trang Thanh; Meyer, Maxime; Komagawa, Shinsuke; Chevallier, Floris; Fort, Yves; Uchiyama, Masanobu; Mongin, Florence; Gros, Philippe C. Chemistry - A European Journal, 2010 , vol. 16, # 41 p. 12425 - 12433
  • Route3

    References

    • Organic Letters, , vol. 12, # 11 p. 2517 - 2519

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 : P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P362-P405-P501

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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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