2-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acid → tert-butyl 3-[7-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}-3,4-dihydroisoquinolin-2(1H)-yl]propanoate

Participants

Reaction Steps

Title compound was prepared following general procedure 2 starting from Intermediate 14 (154 mg; 0.6 mmol) and Intermediate 25 (182 mg; 0.6 mmol). The reaction mixture was diluted with EtOAc, washed with water and brine and evaporated under vacuum. Purification by silica column chromatography (c-Hex/(DCM/EtOAc 1:1), 90/10 to 50/50) afforded the title compound as a yellow oil. 1H NMR (DMSO-d6) δ 8.32 (d, J=1.6 Hz, 1H), 8.16 (dd, J=8.0, 2.0 Hz, 1H), 7.87 (dd, J=8.0, 1.6 Hz, 1H), 7.82 (d, J=1.4 Hz, 1H), 7.42 (d, J=7.9 Hz, 1H), 7.38-7.26 (m, 4H), 7.15 (d, J=7.2 Hz, 1H), 4.25-4.14 (m, 2H), 3.71 (s, 2H), 3.25 (s, 3H), 2.91-2.86 (m, 2H), 2.78-2.70 (m, 4H), 2.53-2.46 (m, 2H), 2.04 (s, 3H), 1.40 (s, 9H). LC/MS (method B): 540.1 (M+H)+. HPLC (Method A) Rt 4.81 min (Purity: 97.4%).

Provenance & Evidence