2-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acid → Ethyl 4-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}phenoxy)butanoate

Beteiligte Stoffe

Reaktionsschritte

The title compound was prepared following procedure described for example 4, step 1, but starting from Intermediate 28 (192.22 mg; 0.75 mmol) and Intermediate 66 (234.54 mg; 0.83 mmol). The reaction mixture was filtered through a SPE NH2 column (2×2 g) and rinsed with ACN. The filtrate was passed through a SPE SCX column (2×2 g) and rinsed with ACN. After evaporation of the solvents, the crude product was purified by flash chromatography (c-hex/(DCM/EtOAc 1:1) gradient from 1:0 to 1:1), affording the title compound as a colorless oil. 1H NMR (CDCl3) δ 8.41 (d, J=1.4 Hz, 1H), 8.15 (dd, J=7.8, 1.9 Hz, 1H), 7.95-7.90 (m, 2H), 7.36-7.23 (m, 4H), 7.14-7.05 (m, 2H), 4.27-4.13 (m, 6H), 3.33 (s, 3H), 2.57 (t, J=7.2 Hz, 2H), 2.19 (quint., J=6.6 Hz, 2H), 2.08 (s, 3H), 1.27 (t, J=7.2 Hz, 3H). LC/MS (Method B): 505.3 (M+H)+. HPLC (Method A) Rt 6.24 min (Purity: 98.9%).

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