(S)-N-(2-(1-(3,4-dihydroxyphenyl)-2-(methylsulfonyl)ethyl)-1,3-dioxoisoindolin-4-yl)acetamide synthesis

Yield:-

Reaction Conditions:

with aluminum (III) chloride in dichloromethane at 20; for 1 h;

Steps:

5.4

5.4 (S)-N-{2-[1-(3,4-Dihydroxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide To a stirred solution of (S)-N-{2-[1-(3-ethoxy-4-hydroxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide (0.55 mmol) in anhydrous CH₂C₂ at room temperature, is added AlCl₃ (1.10 mmol). After stirring for 1 hour, water is added. The product is extracted with CH₂Cl₂, and the organic extract is dried over MgSO₄. The solvent is removed to give crude (S)-N-{2-[1-(3,4-dihydroxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide. The product is purified by column chromatography or recrystallization.

References:

US2012/178708,2012,A1 Location in patent:Page/Page column 18-19