HCID 20827047, compound → HCID 10288804, compound

Participants

Reaction Steps

Preparation of (3′-Trifluoromethoxy-biphenyl-3-yl)-methanol (compound 16A) The title compound was prepared in the manner analogous to Example 3A using 3-hydroxymethylphenylboronic acid and 1-bromo-3-trifluoromethoxy-benzene. MS m/z 251 (M−1). Step 2. Preparation of 3-Chloromethyl-3′-trifluoromethoxy-biphenyl (compound 16B) The title compound was prepared in the manner analogous to Example 3B using 16A. MS m/z 251 (M−1). Step 2. Preparation of [5-Methoxy-2-methyl-4-(3′-trifluoromethoxy-biphenyl-3-ylmethylsulfanyl)-phenoxy]-acetic acid methyl ester (compound 16C) The title compound was prepared in the manner analogous to Example 1F using 16B and 1D. MS m/z 491 (M−1). Step 4. Preparation of [5-Methoxy-2-methyl-4-(3′-trifluoromethoxy-biphenyl-3-ylmethylsulfanyl)-phenoxy]-acetic acid (compound 16) The title compound was prepared in the manner analogous to Example 1 using 16C. mp 92-94° C.; 400 MHz 1H NMR (DMSO-d6) δ 12.96 (br(s), 1H), 7.55-7.24 (m, 8H), 7.01 (s, 1H), 6.52 (s, 1H), 4.68 (s, 2H), 4.03 (s, 2H), 3.72 (s, 3H), 1.99 (s, 3H); MS m/z 479 (M+1).

Provenance & Evidence