2-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acid → 2-Fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoic acid

Participants

Reaction Steps

Methyl 2-fluoro-4-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoate was prepared following the general procedure 7 starting from Intermediate 3 and Intermediate 35. It was then hydrolysed following procedure 9, affording the title compound as as a beige solid. 1H NMR (DMSO, 300 MHz) δ 13.64 (br s, 1H), 8.33 (d, J=1.4 Hz, 1H), 8.17 (dd, J=7.9, 1.4 Hz, 1H), 8.13-8.03 (m, 2H), 7.96 (dd, J=11.1, 1.2 Hz, 1H), 7.43 (d, J=7.9 Hz, 1H), 7.37-7.27 (m, 3H), 7.15 (d, J=7.0 Hz, 1H), 4.25-4.14 (m, 2H), 3.25 (s, 3H), 2.04 (s, 3H). LC/MS (Method B): 419.1 (M+H)+; 417.2 (M−H)−. HPLC: Rt 5.19 min (Purity: 99.2%).

Provenance & Evidence