2-Bromo-1-[2-(trifluoromethyl)phenyl]ethan-1-one → 2'-Nitro-4-[4-(2-trifluoromethyl-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid

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Reaction Steps

2′-Nitro-4-[4-(2-trifluoromethyl-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid (56 mg, 19%) was prepared from 2′-nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl ester (which may be prepared as described for Intermediate 4) and 2-(trifluoromethyl)phenacyl bromide (available from Maybridge) using the procedure described for the preparation of Example 18 except that the entire 4 mL of water was added at the beginning of the hydrolysis step rather than being added in two portions. 1H NMR (300 MHz, DMSO-d6) δ 13.06 (br s, 1H), 8.52 (d, J=1.6 Hz, 1H), 8.20 (dd, J=8.2, 1.7 Hz, 1H), 8.13 (d, J=8.0 Hz, 1H), 7.96 (s, 1H), 7.88 (d, J=7.6 Hz, 1H), 7.64-7.80 (m, 4H), 7.40-7.46 (m, 2H).

Provenance & Evidence