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

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Reaction Steps

To, tert-butyl N-(3-{5-[2′-ethyl-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycinate obtained in step 1 was added HCl 4M in dioxane (5.92 mL; 4 M; 23.69 mmol). The mixture was stirred at RT for 16 h. Solvents were concentrated to dryness to afford the title compound as a white powder (189 mg; 78%). 1H NMR (DMSO-d6, 300 MHz) δ 8.34 (t, J=1.7 Hz, 2H), 8.23 (d, J=7.6 Hz, 1H), 8.17 (dd, J=7.9, 1.8 Hz, 1H), 7.8 (d, J=7.6 Hz, 1H), 7.72 (t, J=7.5 Hz, 1H), 7.46 (d, J=7.9 Hz, 1H), 7.42-7.40 (m, 2H), 7.34-7.26 (m, 1H), 7.12 (d, J=7.3 Hz, 1H), 4.50 (s, 2H), 4.26-4.12 (m, 4H), 3.27 (s, 3H), 2.82 (s, 3H), 2.46-2.23 (m, 2H), 1 (t, J=7.5 Hz, 3H). LC/MS (Method B): 470.3 (M−H)−, 472.3 (M+H)+. HPLC (Method A) Rt 4.28 min (Purity: 98.9%). CHN analysis: [C28H29N3O4.HCl.0.04 Dioxane.0.2H20] Calculated: C, 65.66%; H, 6.01%; N, 8.16%; Cl, 6.88%. Found: C, 65.50%; H, 5.86%; N, 8.37%; Cl, 6.98%.

Provenance & Evidence