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

HRID 1191804Notes

Reaction equation

HRID 1191804 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-e63ae50db0c74b9eb69cd0ed9dea7097
Source dataset
uspto-grants-2014_03
Patent number
US08680093B2

Reaction notes

Loading…