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

Participants

Reaction Steps

The title compound was prepared following procedure described for example 35, step 1, but starting from Intermediate 28 (1 076.46 mg; 4.20 mmol) and Intermediate 34 (960.27 mg; 4.20 mmol). The reaction mixture was cooled to RT and concentrated affording a brownish oil which was washed with MeOH (20 mL) affording a suspension that was filtered affording the title compound as a beige solid (1.5 g; 82%). 1H NMR (DMSO-d6, 300 MHz) δ 8.34 (d, J=1.5 Hz, 1H), 8.23 (d, J=1.3 Hz, 1H), 8.21 (dd, J=3.6, 1.7 Hz, 1H), 8.18 (dd, J=3.5, 1.8 Hz, 1H), 8.06 (d, J=8.0 Hz, 1H), 7.44 (d, J=7.9 Hz, 1H), 7.37-7.27 (m, 3H), 7.15 (d, J=7.0 Hz, 1H), 4.23 (d, J=12.8 Hz, 1H), 4.16 (d, J=12.8 Hz, 1H), 3.92 (s, 3H), 3.25 (s, 3H), 2.04 (s, 3H). LC/MS (Method B): 449.1 (M+H)+. HPLC (Method A) Rt 6.14 min (Purity: 97.6%).

Provenance & Evidence