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

Participants

Reaction Steps

The title compound was obtained following procedure described for example 54 step 1 but starting from Intermediate 28 (149.42 mg; 0.58 mmol) and Intermediate 73 (100.00 mg; 0.60 mmol). Purification by column chromatography (cHex/EtOAc from 9:1 to 8:2) gave the title compound as a colorless oil. 1H NMR (DMSO-d6, 300 MHz) δ 8.32 (d, J=1.5 Hz, 1H), 8.16 (dd, J=7.9, 1.8 Hz, 1H), 7.98-7.93 (m, 2H), 7.54-7.47 (m, 2H), 7.41 (d, J=7.9 Hz, 1H), 7.36-7.26 (m, 3H), 7.15-7.13 (m, 1H), 4.71 (t, J=5.2 Hz, 1H), 4.22 (d, J=12.7 Hz, 1H), 4.16 (d, J=12.7 Hz, 1H), 3.24 (s, 3H), 2.85 (t, J=6.7 Hz, 2H), 2.03 (s, 3H). LC/MS (Method B): 401.2 (M+H)+. HPLC (Method A) Rt 5.17 min (Purity: 98.2%).

Provenance & Evidence