Glycine methyl ester hydrochloride → Methyl N-(3-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)glycinate

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3-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl chloride was prepared following procedure described in example 116 starting from example 92. It was obtained as an oil (1070 mg, 96%). The title compound was prepared following procedure described in example 121 starting from 3-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl chloride and glycine methyl ester hydrochloride. The title compound was obtained as a pale yellow powder (97 mg, 86%). 1H NMR: (DMSO-d6, 300 MHz) δ 9.27 (m, 1H), 8.63 (m, 1H), 8.35 (m, 1H), 8.31 (m, 1H), 8.19 (dd, J=1.8 Hz, 7.9 Hz, 1H), 8.12 (m, 1H), 7.76 (t, J=7.9 Hz, 1H), 7.43 (d, J=7.9 Hz, 1H), 7.39-7.26 (m, 3H), 7.15 (m, 1H), 4.23 (d, J=12.9 Hz, 1H), 4.17 (d, J=12.9 Hz, 1H), 4.07 (d, J=5.8 Hz, 1H), 3.68 (s, 3H), 3.25 (s, 3H), 2.04 (s, 3H). LC/MS (Method B): 472.2 (M+H)+ 470.2 (M−H)−. HPLC (Method A) Rt: 4.92 min (purity: 99.2%).

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