Propan-2-one--water (1/1) → [5-(4-Methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-pyrazin-2-yl-amine

Reaction equation

O[O:2][S:3]([O-:5])=O.[K+].[CH3:7][C:8]1[N:9]=[C:10]([NH:21][C:22]2[CH:27]=[N:26][CH:25]=[CH:24][N:23]=2)[S:11][C:12]=1[C:13]1[CH:18]=[CH:17][C:16](SC)=[CH:15][CH:14]=1.[CH3:28]C(C)=O.O>>[CH3:28][S:3]([C:16]1[CH:17]=[CH:18][C:13]([C:12]2[S:11][C:10]([NH:21][C:22]3[CH:27]=[N:26][CH:25]=[CH:24][N:23]=3)=[N:9][C:8]=2[CH3:7])=[CH:14][CH:15]=1)(=[O:5])=[O:2]

Participants

Reactant 3

HCID 18366337Propan-2-one--water (1/1)

HCID 23707502Potassium hydroxy sulfite

HCID 86761401[4-Methyl-5-(4-methylsulfanyl-phenyl)-thiazol-2-yl]-pyrazin-2-yl-amine

Product 1

HCID 85996781[5-(4-Methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-pyrazin-2-yl-amine

Procedure

Oxone (Potassium peroxymonosulfate) (0.417 g, 0.77 mmol) is added to a stirred solution of [4-methyl-5-(4-methylsulfanyl-phenyl)-thiazol-2-yl]-pyrazin-2-yl-amine (27c) (0.05 g, 0.16 mmol) in acetone-water (9:1). After 2 hours at room temperature the solid precipitate is removed by filtration. The solid is dissolved in methanol, filtered to remove oxone and the solvent is removed from the filtrate to afford the title compound as a yellow solid (0.022 g).