Hydrochloric Acid → 3-{4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenyl}-propionic acid

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The above 3-{4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenyl}-propionic acid methyl ester was taken up in MeOH (5 mL) then 1N NaOH (5 mL) was added. The solution was stirred at ambient temperature for 3 h then the solution was carefully acidified to pH 3-4 with 1N HCl. The suspension was filtered, washed with water, and dried under reduced pressure to give 3-{4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenyl}-propionic acid. 1H NMR (MeOD, 400 MHz): δ 8.45-8.43 (d, J=8.97 Hz, 1H), 8.38-8.36 (d, J=8.97 Hz, 2H), 8.04-8.01 (dd, J=1.77 Hz, 8.59 Hz, 1H), 7.92-7.90 (d, J=8.34 Hz, 2H), 7.77-7.71 (m, 2H), 7.54-7.51 (t, J=7.83 Hz, 1H), 7.1 (s, 2H), 2.96-2.92 (t, J=7.45 Hz, 2H), 2.65-2.62 (t, J=7.71 Hz, 2H), 2.16 (s, 6H). MS (ESI) m/z 465.1 (M+H).

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