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

Participants

Reaction Steps

Methyl 2-chloro-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 34. It was then hydrolysed following procedure 9, affording the title compound as a white powder. 1H NMR (DMSO-d6, 300 MHz) δ 13.77 (br s, 1H), 8.34 (d, J=1.5 Hz, 1H), 8.20-8.15 (m, 3H), 8.02 (d, J=7.9 Hz, 1H), 7.43 (d, J=7.9 Hz, 1H), 7.37-7.27 (m, 3H), 7.15 (d, J=7.2 Hz, 1H), 4.25-4.14 (m, 2H), 3.25 (s, 3H), 2.04 (s, 3H). LC/MS (Method B): 433.2 (M−H)−, 435.2 (M+H)+. HPLC (Method A) Rt 5.35 min (Purity: 98.5%). CHN analysis: [C24H19N2O4Cl] Calculated: C, 66.29%; H, 4.40%; N, 6.44%; Cl, 8.15%. Found: C, 66.04%; H, 4.52%; N, 6.49%; Cl, 8.23%.

Provenance & Evidence