Methanol → HCID 57742505, compound

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Reaction Steps

A solution of [8-chloro-3-(4-chlorobenzyl)-4-ethyl-2-methylquinolin-5-yloxy]acetic acid methyl ester and [8-chloro-3-(4-chlorobenzyl)-2-ethyl-4-methylquinolin-5-yloxy]acetic acid methyl ester (0.26 g), methanol (15 mL), water (1.5 mL) and saturated aqueous lithium hydroxide solution (1.5 mL) was stirred at room temperature for 3 hours. The pH of the solution was adjusted to 4 by the addition of glacial acetic acid and the methanol removed under reduced pressure. The resulting precipitate was collected by filtration and purified by preparative reverse-phase HPLC using a gradient over 30 minutes of acetonitrile in water (40% to 98% of organic modifier) to afford [8-chloro-3-(4-chlorobenzyl)-4-ethyl-2-methylquinolin-5-yloxy]acetic acid as a yellow foam, 0.049 g and [8-chloro-3-(4-chlorobenzyl)-2-ethyl-4-methylquinolin-5-yloxy]acetic acid as a yellow foam, 0.10 g.

Provenance & Evidence