Ammonia → HCID 19603818, compound

Participants

Reaction Steps

To a solution of 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}-4-methoxyphenoxy}propanoic acid (1.57 g) and 1-hydroxybenzotriazole (0.439 g) in dimethylformamide (20 ml) was added 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride (0.63 g) at room temperature. The solution was stirred for an hour at the same temperature and was ice-cooled. Then concentrated solution of ammonia (1.1 ml) was added into the solution and the resulting mixture was stirred further for an hour. The mixture was diluted with water and was extracted with ethyl acetate. The organic layer was separated and was washed successively with sodium hydrogen carbonate solution and brine, and was dried over magnesium sulfate. After concentration, the residue (1.50 g) was crystallized with diisopropyl ether, filtered, and dried under reduced pressure to give 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}-6-methoxyphenoxy}propionamide (1.37 g).

Provenance & Evidence