4-[4-(4-Fluoro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid methyl ester → 4-[4-(4-Fluoro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

4-[4-(4-Fluoro-phenyl)-thiazol-2-yl]-2′-nitro-biphenyl-2-carboxylic acid Sodium hydroxide (40 mg, 1 mmol) was added to a suspension of 4-[4-(4-fluoro-phenyl)-thiazol-2-yl]-2′-nitro-biphenyl-2-carboxylic acid methyl ester (40 mg) in a mixture of water (1 mL) and dioxane (1 mL). The resulting mixture was heated at 50° C. for 4 h. The solvent was evaporated and water (5 mL) was added. The mixture was filtered and the filtrate was made acidic to pH 3 by the addition of concentrated HCl. The precipitate was collected by filtration and dried to give 4-[4-(4-fluoro-phenyl)-thiazol-2-yl]-2′-nitro-biphenyl-2-carboxylic acid (45 mg, 58% for two steps). 1H NMR (300 MHz, DMSO-d6) δ 13.21 (br s, 1H), 8.65 (s, 1H), 8.17-8.33 (m, 5H), 7.86 (t, J=7.6 Hz, 1H), 7.73 (t, J=7.8 Hz, 1H), 7.52 (t, J=8.5 Hz, 2H), 7.40 (t, J=8.6 Hz, 2H).

Provenance & Evidence