HCID 86758454, compound → HCID 77844649, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-{4-[6-(4-cyanophenoxy)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzyl}-3-triphenylmethylthiazolidine-2,4-dione (0.69 g) and aqueous acetic acid solution (80%, 25 ml) was stirred at 70° C. for 3 hours. The reaction mixture was concentrated and an aqueous solution of sodium bicarbonate (10%, 250 ml) was added to the residue. The mixture was stirred at ambient temperature for several hours. The insoluble product was isolated by filtration and dried in the air to afford 5-{4-[6-(4-cyanophenoxy)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione. A mixture of the product and 4N hydrogen chloride/dioxane was stirred at ambient temperature for 2 hours. Insoluble product was isolated by filtration and washed with ethyl acetate to give the title compound (0.41 g).

Provenance & Evidence