Methyl 3-aminopropanoate hydrochloride → N-(2-chloro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alanine

Participants

Reaction Steps

Methyl N-(2-chloro-4-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate was prepared following the general procedure 14, starting from 2-chloro-4-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoic acid and beta-alanine methyl ester hydrochloride. It was hydrolyzed following general procedure 9, to afford the title compound as a white foam. 1H NMR (DMSO-d6, 300 MHz) δ 12.25 (brs, 1H), 8.71 (m, 1H), 8.34 (m, 1H), 8.22-8.08 (m, 3H), 7.64 (d, J=7.8 Hz, 1H), 7.44 (d, 7.9 Hz, 1H), 7.40-7.25 (m, 3H), 7.15 (m, 1H), 4.19 (m, 2H), 3.44 (m, 2H), 3.25 (s, 3H), 2.53 (m, 2H), 2.04 (s, 3H). LC/MS (Method B): 506.4 (M+H)+, 504.4 (M−H)−. HPLC (Method B) Rt 5.16 min (Purity: 97.9%).

Provenance & Evidence