反应详情

[1,1-Dioxo-(3R,4S)-4-[(R)-1-phenyl-ethylamino]-tetrahydrothiophen-3-yl]-[(S)-3-(4-fluoro-benzyl)-piperidin-1-yl]-methanone (790 mg, 1.72 mmol), palladium hydroxide (20 weight % on carbon, dry basis; 1.1 g) and methanol (50 mL) were combined in a pressure bottle and shaken under a hydrogen atmosphere (55-60 psig) for 20.5 h. The mixture was filtered through Celite, and the solids were washed thoroughly with methanol. The filtrate was concentrated to give the product as a solid (660 mg, quantitative), used without further purification. 1H NMR (300 mHz, CD3OD) δ7.20 (m, 2H), 7.00 (m, 2H), 4.45 and 4.32 (2m, 1H), 4.09 (m, 1H), 3.90 and 3.79 (2m, 1H), 3.7-3.4 (m, 2H), 3.13 (m, 2H), 2.87 and 2.69 (2m, 1H), 2.56 (m, 2H), 1.79 (m, 3H), 1.28 (m, 3H), 0.88 (m, 1H), ESI MS: (M+H)+=355.2.

1. filtrationThe mixture was filtered through Celite
2. washthe solids were washed thoroughly with methanol
3. concentrationThe filtrate was concentrated