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

HRID 2036456Notes

Reaction equation

HRID 2036456 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.[C:9]([O-])([O-])=O.[K+].[K+].IC.O>CN(C=O)C.CCOC(C)=O>[I:1][C:2]1[CH:7]=[CH:6][N:5]([CH3:9])[C:4](=[O:8])[CH:3]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 205825354-Iodo-1,2-dihydropyridin-2-one

Product 1

HCID 534080094-Iodo-1-methylpyridin-2(1H)-oneYield 53%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-iodopyridin-2(1H)-one (3 g, 0.013 mol) and K2CO3 (3.55 g, 0.026 mol) in DMF (30 mL) was added iodomethane (4.7 g, 0.033 mmol). The mixture was stirred at room temperature overnight. Water and EtOAc were added. The organic phase was dried over Na2SO4 and concentrated to give 4-iodo-1-methylpyridin-2(1H)-one (1.6 g, 53%).

Workup

  1. dry with materialThe organic phase was dried over Na2SO4
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-727b43ce8d684c5883b6a3f4d03c476b
Source dataset
uspto-grants-2013_11
Patent number
US08575157B2

Reaction notes

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