Citric Acid → 2-((S)-6-((2',6'-dimethyl-4'-(((R)-1-(methylsulfonyl)pyrrolidin-3-yl)oxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

Participants

Reaction Steps

Methyl 2-((S)-6-((2′,6′-dimethyl-4′-(((R)-1-(methylsulfonyl)pyrrolidin-3-yl)oxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate 11d (71 mg, 0.13 mmol) was dissolved in 10 mL of methanol, followed by addition of 2M aqueous sodium hydroxide solution (0.5 mL, 1 mmol). The reaction solution was stirred for 2 hours. To the resulting solution, 1M citric acid was added dropwise to adjust the pH to 4˜5. The organic phase was dried with anhydrous magnesium sulphate and filtered. The filtrate was concentrated under reduced pressure to obtain the title compound 2-((S)-6-((2′,6′-dimethyl-4′-(((R)-1-(methylsulfonyl)pyrrolidin-3-yl)oxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid 11 (70 mg, yield 100%) as a yellow solid.

Provenance & Evidence