Lithium Hydroxide → 3-(4-{1-[3-(2,4-Difluoro-phenyl)-1-heptyl-ureidomethyl]-cyclopropyl}-phenyl)-2-ethoxy-propionic acid

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Reaction Steps

A solution of 3-(4-{1-[3-(2,4-difluoro-phenyl)-1-heptyl-ureidomethyl]-cyclopropyl}-phenyl)-2-ethoxy-propionic acid methyl ester (50 mg, 0.094 mmol) and 1 M LiOH (0.283 mmol, 0.283 mL) in tetrahydrofuran (1 mL) was allowed to stir at room temperature for 18 hours. 2 N HCL was then added until the solution had a pH<2. After dilution with twice its volume in water, the aqueous layer was extracted with diethyl ether (2×). The organic layers were combined, washed with 2 M HCl (2×), dried over anhydrous sodium sulfate, and concentrated to give 3-(4-{1-[3-(2,4-difluoro-phenyl)-1-heptyl-ureidomethyl]-cyclopropyl}-phenyl)-2-ethoxy-propionic acid as a clear oil (30 mg, 61%).

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