Acetate → HCID 69656156, compound

Participants

Reaction Steps

(RS)-N-(4-Cyano-2-hydroxy-benzyl)-2-ethoxy-2-(5-methoxy-1-oxo-1,3-dihydro-isoindol-2-yl)-acetamide (intermediate of example 64, 101 mg) was dissolved in acetonitrile (2.2 ml) and treated over night under vigorous stirring at 40° C. with 2-chloro-N-methylacetamide (29 mg), potassium iodide (42 mg), and cesium carbonate (92 mg). Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash column chromatography (silica gel, AcOEt), yielded (RS )-N-(4-cyano-2-methylcarbamoyl methoxy-benzyl)-2-ethoxy-2-(5-methoxy-1-oxo-1,3-dihydro-isoindol-2-yl)-acetamide (113 mg), off-white solid, MS 467.4 ([M+H]+).

Provenance & Evidence