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CS-W001157 4
Total: USD 88.00

4-Iodo-1-methylpyridin-2(1H)-one

  • CAS No. 889865-47-8

  • Cat. No. CS-0035686
  • Purity≥98%
  • MDL No.None

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

4-Iodo-1-methylpyridin-2(1H)-one|CS-0035686

Structure of 889865-47-8

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General Information

  • CAS No. 889865-47-8
  • Cat. No. CS-0035686
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆INO
  • Molecular Weight 235.02
  • Synonym(s) 1-methyl-4-iodo-2(1H)-pyridone
  • SMILES CN1C=CC(=CC1=O)I

Description

4-Iodo-1-methylpyridin-2(1H)-one features a pyridinone core with a strategically positioned iodine atom and methyl group, enabling direct functionalization in cross-coupling reactions. The electron-deficient ring system enhances reactivity in palladium-catalyzed transformations, while the bench-stable nature supports reliable handling under standard conditions.

Application

4-Iodo-1-methylpyridin-2(1H)-one serves as a versatile building block in cross-coupling chemistry, enabling efficient C–C bond formation via palladium-catalyzed reactions. The iodide group provides high reactivity in Suzuki, Stille, and Negishi couplings, while the pyridinone scaffold offers hydrogen-bonding capability and metabolic stability. Bench-stable and readily purified by crystallization, it functions effectively in medicinal chemistry campaigns and heterocyclic synthesis.

Synthesis

  • Route1
    • In-stock
      4-Iodopyridin-2(1H)-one|CS-W003941
      858839-90-4
    • null|null
      74-88-4
    • ~52%
    • In-stock
      4-Iodo-1-methylpyridin-2(1H)-one|CS-0035686
      889865-47-8

    References

    • Vitae Pharmaceuticals, Inc.; Boehringer Ingelheim International GmbH Patent: US2010/331320 A1, 2010 ; Location in patent: Page/Page column 70; 71 ;

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
  • LogP   0.9899
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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