1,1-Dimethylethyl 7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate → 7-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

A solution of 1,1-dimethylethyl 7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (Preparation 42) (950 mg, 1.963 mmol) in hydrochloric acid (a 4M solution in dioxane, 10 ml, 40.0 mmol) and 1,4-dioxane (10 ml) was stirred at room temperature for 5 hours (a precipitate had formed). The reaction mixture was filtered and washed with dioxane (˜5 ml), and the solid dried under vacuum (pistol) overnight to yield the title compound (711 mg, 1.607 mmol, 82% yield) as a white solid. δH (CDCl3, 400 MHz): 10.17 (2H, br s), 8.25 (1H, d), 8.06 (1H, dd), 7.98-8.03 (2H, m), 7.33 (1H, d), 7.06 (1H, d), 4.72 (1H, sept), 3.35-3.47 (8H, m), 1.46 (6H, d). MS (ES): C21H2235ClN3O2 requires 383; found 384 [M+H]+.