Hydrochloric Acid → HCID 57742491, compound

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Reaction Steps

A solution of [8-chloro-4-difluoromethoxy-3-(4-fluorobenzyl)-2-methylquinolin-5-yloxy]acetic acid methyl ester and [8-chloro-2-difluoromethoxy-3-(4-fluorobenzyl)-4-methylquinolin-5-yloxy]acetic acid methyl ester (0.26 g), methanol (5.0 mL), water (3.0 mL) and lithium hydroxide solution (0.13 g mL) was stirred at room temperature for 1 hour. The solution was acidified by the addition of hydrochloric acid, extracted with ethyl acetate and the combined extracts dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue purified by preparative reverse-phase HPLC using a gradient over 30 minutes of acetonitrile—(in water to afford [8-chloro-4-difluoromethoxy-3-(4-fluorobenzyl)-2-methylquinolin-5-yloxy]acetic acid as a white solid, 0.032 g and [8-chloro-2-difluoromethoxy-3-(4-fluorobenzyl)-4-methylquinolin-5-yloxy]acetic acid as a white solid, 0.029 g.

Provenance & Evidence