2'-Methyl-2-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid → N-methyl-N-(3-{5-[2'-methyl-2-(trifluoromethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)glycine

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Reaction Steps

Tert-butyl N-methyl-N-(3-{5-[2′-methyl-2-(trifluoromethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)glycinate was prepared following the general procedure 7 starting from Intermediate 21 and Intermediate 5. It was hydrolyzed following procedure 8, affording the title compound as a white powder. 1H NMR (DMSO-d6, 300 MHz) δ 8.55 (s, 1H), 8.50 (d, J=8.0 Hz, 1H), 8.36 (s, 1H), 8.23 (d, J=7.8 Hz, 1H), 7.83 (d, J=7.8 Hz, 1H), 7.78-7.63 (m, 2H), 7.42-7.12 (m, 3H), 7.17 (d, J=7.4 Hz, 1H), 4.51 (s, 2H), 4.12 (s, 2H), 2.81 (s, 3H), 2.02 (s, 3H). HPLC (Method A); Rt 4.20 min (Purity: 99.48%). CHN analysis: [C26H22O3F3N3—HCl] Calculated: C, 60.29%, H, 4.48%, N, 8.11%. Found: C, 60.08%, H, 4.42%, N, 7.91%.

Provenance & Evidence