Acetic Acid → 4-{3-[(4-Carbamimidoylphenylamino)-(5-fluoro-8-methoxychroman-6-yl)methyl]-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}thiazole-5-carboxylic acid trifluoroacetate

Participants

Reaction Steps

To 2 ml of a methanol solution containing 74 mg of 4-(3-{(5-fluoro-8-methoxychroman-6-yl)-[4-(5-trifluoromethyl-[1,2,4]oxadiazol-3-yl)phenylamino]methyl}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)thiazole-5-carboxylic acid ethyl ester, 0.5 ml of a 5 N sodium hydroxide aqueous solution was added. The resulting mixture was stirred at room temperature for 18 hours, and then 2 ml of acetic acid, 1.5 ml of water, and 74 mg of iron powder were added thereto. The mixture was stirred at 60° C. for 15 hours under a nitrogen atmosphere. The reaction mixture was filtered and purified by reverse-phase high performance liquid chromatography (acetonitrile-water, 0.1% trifluoroacetic acid) to give the title compound (34 mg).

Provenance & Evidence