3-Fluoro-5-(morpholin-4-yl)-N-[2-(tritylsulfanyl)benzyl]benzamide → 3-Fluoro-5-(morpholin-4-yl)-N-(2-sulfanylbenzyl)benzamide

Participants

Reaction Steps

3-Fluoro-5-(morpholin-4-yl)-N-[2-(tritylsulfanyl)benzyl]benzamide (517 mg, 0.88 mmol) was treated with a solution of triethylsilane/TFA/DCM (10 mL, 1/9/10). The reaction mixture was stirred at RT for 20 min and concentrated under reduced pressure. Purification of the residue by flash column chromatography (DCM:MeOH 98:2) afforded the title compound (219 mg, 72%) as a yellow oil. 1H NMR (300 MHz, CDCl3): δ 7.36-7.31 (2H, m), 7.21-7.15 (3H, m), 6.85 (1H, ddd, J 8.5, 2.2, 1.4), 6.69 (1H, dt, J 11.6, 2.3), 6.57 (1H, br t, J 5.7), 5.39 (1H, br s), 4.66 (2H, d, J 5.7), 3.84 (4H, t, J 4.9), 3.20 (4H, t, J 4.9).

Provenance & Evidence