Hydrochloric Acid → HCID 58968628, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-(2-(((3,5-bis(trifluoromethyl)benzyl)(2-methyl-2H-tetrazol-5-yl)amino)methyl)-4-(trifluoromethyl)phenyl)-4-methoxypiperidine-1-carboxylate (321 mg; 0.461 mmol) in 1,4-dioxane (2.5 mL) was added 4.0M hydrogen chloride in 1,4-dioxane (0.5 mL; 2 mmol). The reaction was stirred at room temperature for 2 hours. 4.0M hydrogen chloride in 1,4-dioxane (1.5 mL; 6 mmol) was added and stirred for 1 hour. 4.0M hydrogen chloride in 1,4-dioxane (1.5 mL; 6 mmol) was added and stirred for 1 hour. The solvent was evaporated under reduced pressure. Ethyl acetate was added to the residue and was concentrated under reduced pressure. Isopropyl ether was added and let sit for 16 hours. The solvent was evaporated under reduced pressure to give a white solid. The white solid was triturated with isopropyl ether and filtered off to give 254 mg (87.1% yield) of a white solid. MS (ES+): Calc: 596.4, Found: 597.4 (M+H). 1H NMR (400 MHz, CDCl3) δ ppm 7.92 (s, 2H), 7.87 (s, 1H), 7.59 (d, J=8.30 Hz, 1H), 7.54(d, J=7.88 Hz, 1H), 7.45 (s, 1H), 5.14 (s, 2H), 4.96 (s, 2H), 4.19 (s, 3H), 3.35 (m, 4H), 3.03 (s, 3H), 2.56(d, J=12.86 Hz, 2H), 2.14 (m, 2H).

Provenance & Evidence