Hydrochloric Acid → 3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethyl-benzyl)-6H-pyridazin-1-yl]-propionic acid

Participants

Reaction Conditions

Reaction Steps

A solution of 3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethyl-benzyl)-6H-pyridazin-1-yl]-propionic acid methyl ester (149.4 mg, 0.36 mmol) in methanol (0.61 mL, 0.6M) was treated with a 4N aqueous sodium hydroxide solution (0.1 mL, 0.40 mmol) and stirred at 25° C. for 3 h. After this time, the reaction was poured into water (50 mL) and 90/10 methylene chloride/methanol (30 mL) and was acidified with a 2N aqueous hydrochloric acid solution and then was extracted into a 90/10 methylene chloride/methanol (3×30 mL). The combined organics were dried over sodium sulfate, filtered and concentrated in vacuo to afford 3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethyl-benzyl)-6H-pyridazin-1-yl]-propionic acid (130.6 mg, 90%) as a yellow solid. This material was used without further purification; ES+-HRMS m/e calcd for C20H21N2O3F3 [M+H+] 395.1577, found 395.1574.

Provenance & Evidence