2-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acid → 2-[(3-{5-[2-(Methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)oxy]ethanol

Participants

Reaction Steps

The title compound was obtained following procedure described for example 54 step 1 but starting from Intermediate 28 (200 mg; 0.73 mmol) and Intermediate 76 (153 mg; 0.73 mmol). Purification by column chromatography (EtOAc:cHex from 10:90 to 50:50) gave the title compound as a colorless oil. 1H NMR (DMSO-d6, 300 MHz) δ 8.32 (d, J=1.5 Hz, 1H), 8.17 (dd, J=7.9, 1.8 Hz, 1H), 8.10 (bs, 1H), 8.06-8.02 (m, 1H), 7.60-7.59 (m, 1H), 7.42 (d, J=7.9 Hz, 1H), 7.36-7.26 (m, 3H), 7.15-7.13 (m, 1H), 4.69 (t, J=5.4 Hz, 1H), 4.22 (d, J=12.7 Hz, 1H), 4.16 (d, J=12.7 Hz, 1H), 3.61-3.51 (m, 4H), 3.25 (s, 3H), 2.03 (s, 3H). LC/MS (Method B): 431.3 (M+H)+. HPLC (Method A) Rt 5.50 min (Purity: 96.9%).

Provenance & Evidence