Methanol → HCID 16660248, compound

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Reaction Steps

A mixture of (S)-2-[3-(2,4-dichlorobenzyl)-4-difluoromethoxy-2-ethyl-8-fluoroquinolin-5-yloxy]propionic acid methyl ester and (S)-2-[3-(2,4-dichlorobenzyl)-2-ethyl-8-fluoro-4-methoxyquinolin-5-yloxy]propionic acid methyl ester (0.58 g), methanol (10 mL), water (0.8 mL) and 5.0 M aqueous lithium hydroxide solution (0.40 mL) was stirred at room temperature overnight. The mixture was acidified by the addition of glacial acetic acid and concentrated under reduced pressure. Purification of the residue by column chromatography on C-18 column, eluting with a mixture of water and acetonitrile (4:1 to 0:1 by volume) gave (S)-2-[3-(2,4-dichlorobenzyl)-4-difluoromethoxy-2-ethyl-8-fluoroquinolin-5-yloxy]propionic acid as a while solid, 0.23 and (S)-2-[3-(2,4-dichlorobenzyl)-2-ethyl-8-fluoro-4-methoxyquinolin-5-yloxy]propionic acid as a white solid, 0.035 g.

Provenance & Evidence