Hydrochloric Acid → 2-(4-{2-[1-(4-Methanesulfonyl-benzyl)-3-methyl-2-oxo-imidazolidin-4-yl]-ethoxy}-phenoxy)-2-methyl-propionic acid ethyl ester

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Reaction Conditions

Reaction Steps

A solution of 2-methyl-2-{4-[2-(3-methyl-2-oxo-imidazolidin-4-yl)-ethoxy]-phenoxy}-propionic acid ethyl ester (0.143 g, 0.408 mmol) in dry DMF (4 mL) was treated a 60% suspension of NaH (0.033 g, 0.825 mmol) and the resultant mixture was stirred at room temperature for 20 minutes under N2. The reaction mixture was cooled to 0° C. and then treated with p-methylsulfonylbenzyl chloride and then warmed to room temperature and stirred for 16 h. The reaction was acidified with aqueous 1 N HCl (4 mL), diluted with water and extracted with Et2O. The organic layer was dried (MgSO4) and the solvent removed in vacuo to afford crude product that was purified by column chromatography using a gradient of 4:1 to 1:1 hexanes:acetone to afford 0.090 g (42%) 2-(4-{2-[1-(4-methanesulfonyl-benzyl)-3-methyl-2-oxo-imidazolidin-4-yl]-ethoxy}-phenoxy)-2-methyl-propionic acid ethyl ester. Rf=0.40 (1:1 hexanes:acetone) MS (ES+) Calc'd for C26H35N2O7S (M+1) 518. Found m/z 518 (100%). 1H NMR.

Provenance & Evidence