Trifluoroacetic acid → HCID 10218265, compound

Participants

Reaction Steps

To a 25 mL flask containing (S)-3-(di-tert-butoxy-phosphoryloxy)-propionic acid 3-(5-chloro-2-methoxy-phenyl)-3-fluoro-2-oxo-6-trifluoromethyl-2,3-dihydro-indol-1-ylmethyl ester ((S)-XVII, n=1) (0.144 g, 0.22 mmol) was added 2 mL anhydrous dichloromethane, and trifluoroacetic acid (0.075 g, 0.66 mmol). The reaction was allowed to stir at room temperature for 4 hours. The dichloromethane was evaporated in vacuo, and the crude foam was purified by reverse phase chromatography (C18 2:1CH3CN:H2O) producing the title compound (0.070 g, 59%) as a white powder. 1H NMR (CDCl3 400 MHz): δ=7.70 (s, 1H), 7.36 (s, 1H), 7.32-7.27 (m, 3H), 7.20 (d, 1H, J=6 Hz), 6.73 (d, 1H, J=8 Hz), 5.91 (d, 1H, J=11.2 Hz), 5.73 (d, 1H, J=11.2 Hz), 4.27 (m, 2H), 3.44 (s, 3H), 2.75 (m, 2H); 31P NMR (CDCl3 162 MHz) δ=1.15; 19F NMR (CDCl3 376 MHz) δ=−63.2, −159.4; LRMS [M−H]−539.89, [M+NH4]+564.1.

Provenance & Evidence