m-Chloroperbenzoic acid → 1-(5-(6-Methoxypyridin-3-ylamino)-6-(2-methyl-6-(methylsulfinyl)pyrimidin-4-YL)pyrazin-2-YL)ethanone

HRID 1621834Notes

Reaction equation

HRID 1621834 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[CH:12][C:13]([C:25](=[O:27])[CH3:26])=[N:14][C:15]=2[C:16]2[CH:21]=[C:20]([S:22][CH3:23])[N:19]=[C:18]([CH3:24])[N:17]=2)=[CH:5][CH:4]=1.ClC1C=C(C=CC=1)C(OO)=[O:33]>O1CCOCC1>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[CH:12][C:13]([C:25](=[O:27])[CH3:26])=[N:14][C:15]=2[C:16]2[CH:21]=[C:20]([S:22]([CH3:23])=[O:33])[N:19]=[C:18]([CH3:24])[N:17]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 666003381-(5-(6-Methoxypyridin-3-ylamino)-6-(2-methyl-6-(methylthio)pyrimidin-4-yl)pyrazin-2-yl)ethanone

Product 1

HCID 685147731-(5-(6-Methoxypyridin-3-ylamino)-6-(2-methyl-6-(methylsulfinyl)pyrimidin-4-YL)pyrazin-2-YL)ethanone

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1-(5-(6-methoxypyridin-3-ylamino)-6-(2-methyl-6-(methylthio)pyrimidin-4-yl)pyrazin-2-yl)ethanone (25 mg, 0.065 mmol) and 3-chloroperoxybenzoic acid (22.5 mg, 0.131 mmol, Aldrich) in dioxane (1 mL) was stirred at room temperature for 2 h. The reaction mixture was taken on directly to the next step without work-up.

Sources & evidence

ORD record
ord-41f4d18989db4813855c0812868eb304
Source dataset
uspto-grants-2014_07
Patent number
US08772480B2

Reaction notes

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