Potassium peroxymonosulphate → N,N-dimethyl-2-[4-(2-methyl-4-m-tolylethynyl-imidazol-1-yl)-2-oxo-2H-pyridin-1-yl]-acetamide

HRID 2194450Notes

Reaction equation

CS[CH2:3][N:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[C:13]([C:15]#[C:16][C:17]3[CH:18]=[C:19]([CH3:23])[CH:20]=[CH:21][CH:22]=3)[N:12]=[C:11]2[CH3:24])=[CH:6][C:5]1=[O:25].S([O-])(O[O-])(=O)=O.[K+].[K+]>CO>[CH3:3][N:4]([CH3:9])[C:5](=[O:25])[CH2:3][N:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[C:13]([C:15]#[C:16][C:17]3[CH:18]=[C:19]([CH3:23])[CH:20]=[CH:21][CH:22]=3)[N:12]=[C:11]2[CH3:24])=[CH:6][C:5]1=[O:25]

Participants

Conditions

Temperature: 40 °C

Procedure

To a solution of 15 mg (0.042 mmol) of 1-methylsulfanylmethyl-4-(2-methyl-4-m-tolylethynyl-imidazol-1-yl)-1H-pyridin-2-one in 0.6 ml of methanol were added 53 mg (0.09 mmol) of potassium peroxymonosulfate (Oxone). The mixture was then stirred for 3 h at 40° C. The solution was evaporated to dryness and worked up with methylene chloride/water. The crude material was purified by flash chromatography (SiO2, gradient ethyl acetate to ethyl acetate:methanol 90:10 v/v) to yield 12 mg of the title compound as a white solid, MS: 382.2 (M+H+).

Workup

customThe solution was evaporated to dryness
customThe crude material was purified by flash chromatography (SiO2, gradient ethyl acetate to ethyl acetate:methanol 90:10 v/v)

Sources & evidence

ORD record: ord-6493f0a2064142a68ae98c699b6f56c1
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08334287B2

Reaction notes

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