Hydrochloric Acid → N-isopropyl-N-(3-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)glycine, hydrochloride salt

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Reaction Steps

Tert-butyl N-isopropyl-N-(3-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)glycinate (58 mg, 0.11 mmol) was dissolved in a 4N solution of HCl in dioxane (1.34 ml, 5.35 mmol). The reaction mixture was stirred at RT for 36 hours, and then concentrated under vacuum. The crude product was suspended in ACN and the precipitate was filtered off to give the title compound as a white powder. 1H NMR (DMSO-d6, 300 MHz) δ 9.60 (br s, 1H), 8.45 (m, 1H), 8.34 (m, 1H), 8.23-8.15 (m, 2H), 7.92-7.85 (m, 1H), 7.38 (t, J=8.0 Hz, 1H), 7.45 (d, J=8.0 Hz, 1H), 7.40-7.26 (m, 3H), 7.18-7.12 (m, 1H), 4.46 (s, 2H); 4.23 (d, J=12.8 Hz, 1H), 4.17 (d, J=12.8 Hz, 1H), 4.18-3.85 (m, 2H), 3.81-3.58 (m, 1H), 3.26 (s, 3H), 2.04 (s, 3H), 1.34 (d, J=6.4 Hz, 6H). LC/MS (Method B): 484.3 (M−H)−, 486.3 (M+H)+. HPLC (Method A) Rt 4.67 min (Purity: 100%).

Provenance & Evidence