Methanol → HCID 21958973, compound

Participants

Reaction Conditions

Reaction Steps

2-(3,4-Dichloro-phenyl)-3-(6,10-dioxa-spiro[4.5]dec-2-yl)-propionic acid methyl ester (1.00 g, 2.68 mmol) was treated with a solution of magnesium methoxide in methanol (7.4 wt. % , 19 mL, 13.39 mmol), The reaction mixture was then treated with 2-aminothiazole (348.7 mg, 3.48 mmol). The resulting reaction mixture was then heated under reflux for 28 h. The reaction mixture was allowed to cool to 25° C. and then filtered through celite. The celite was thoroughly washed with ethyl acetate, and the filtrate was concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 25-50% ethyl acetate/hexanes) afforded crude 2-(3,4-dichloro-phenyl)-3-(6,10-dioxa-spiro[4.5]dec-2-yl)-N-thiazol-2-yl-propionamide (768.5 mg) as a yellow oil which was used without further purification.

Provenance & Evidence