Water → HCID 12150689, compound

Participants

Reaction Steps

To a solution of 5-[3-(4-Fluoro-benzoyl)-4-hydroxy-phenoxy]-4,6-dimethyl-1H-indole-2-carboxylic acid ethyl ester (25 mg, 0.056 mmol) in a mixture of trifluoroacetic acid (0.2 mL) and methylene chloride (0.25 mL) at room temperature was added triethylsilane (0.09 mL, 0.56 mmol), and the resulting solution was stirred at room temperature for 18 hours. The reaction solution was poured into water (10 mL) and ethyl acetate (15 mL) was added. The organic phase was washed with saturated aqueous NaHCO3 (2 times 10 mL), brine (10 mL), dried over Na2SO4, filtered, and concentrated. The residue was purified by preparative thin layer chromatography (30% ethyl acetate in hexane) to afford the title compound (17.8 mg) as a white solid. 1H NMR (400 MHz, CDCl3) δ8.84 (s, 1H), 7.21 (s, 1H), 7.15-7.09(m, 3H), 6.94 (t, 2H), 6.63 (d, 1H), 6.58 (d, 1H), 6.45-6.42 (dd, 1H), 4.43-4.37 (q, 2H), 3.86 (s, 2H), 2.31 (s, 3H), 2.20 (s, 3H), 1.41 (t, 3H). MS (APCI−) Calc:433.2, Found: 432.1 (M−1).

Provenance & Evidence