Hydrochloric Acid → HCID 135887182, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-Methyl-4-[2-(3-methyl-1,2,4-oxadiazol-5-yl)-1H-indol-5-yl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylic acid 4-pyridylmethyl amide (12.6 g, 19 6 mmoL) in ethanol (70 ml) is added aqueous HCl (6N 50 ml, 300 mmol). The mixture is heated at 100° C. for 7 hours. After cooling to room temperature, the resulting suspension is diluted with ice-cooled water (500 ml), basified with saturated aqueous NaHCO3 (50 ml) and aqueous sodium hydroxide (5N, 46.5 ml) to pH 7-8. Diethylether is added, (50 ml) and suspension stirred for 30 minutes. The resulting suspension is filtered and the solids are washed with water (2×50 ml), ether (2×25 ml), dried at 60° C. in vacuo for 14 hours to give a solid that is triturated with 1:1 acetonitrile-ethanol (40 ml) to give the product 5.75 g, 80%, LC/MS ESI m/z (M+H)+=414.5.

Provenance & Evidence