Hydrochloric Acid → {5-Fluoro-2-methyl-3-[3-(pyridine-2-sulfonyl)thiophen-2-ylmethyl]indol-1-yl}acetic acid

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Reaction Steps

A solution of {5-fluoro-2-methyl-3-[3-(pyridine-2-sulfonyl)thiophen-2-ylmethyl]indol-1-yl}acetic acid methyl ester (0.050 g) in tetrahydrofuran (0.30 mL) was treated with 1.0 M aqueous lithium hydroxide solution (1.0 mL), and the resulting mixture was stirred at room temperature overnight. The mixture was treated with 5.0 M aqueous sodium hydroxide solution (1.0 mL) and stirred at room temperature for 3 hours and then at 40° C. overnight. The mixture was acidified by the addition of aqueous hydrochloric acid solution and concentrated under reduced pressure. The residue was purified by preparative reverse-phase HPLC, eluting with a mixture of acetonitrile and water (2:3 to 19:1 by volume) to afford the title compound as a yellow solid (0.020 g).

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