反应详情

A mixture of 9-benzyl-7-(4-(trifluoromethoxy)phenyl)-3-thia-7,9-diazabicyclo[3.3.1]nonane-6,8-dione (143 mg, 0.34 mmol), 20% Pd(OH)2/C (243 mg, 0.35 mmol Pd), methanol (10 mL), and 1N HCl (3 mL) were shaken under 60 psi of H2. After 16 h, more 20% Pd(OH)2/C (250 mg, 0.36 mmol Pd) was added, and the reaction was shaken under 90 psi of H2. After an additional 24 h, the reaction was filtered through Celite, concentrated, and then partitioned between ethyl acetate (50 mL) and sat'd NaHCO3 (50 mL). The organic extract was dried, filtered, concentrated, and purified by silica gel chromatography (2:3→0:1; hexanes:ethyl acetate) to give 7-(4-(trifluoromethoxy)phenyl)-3-thia-7,9-diazabicyclo[3.3.1]nonane-6,8-dione: MS (ESI): 333.4 (M+H).

1. stirringthe reaction was shaken under 90 psi of H2
2. waitAfter an additional 24 h
3. filtrationthe reaction was filtered through Celite
4. concentrationconcentrated
5. custompartitioned between ethyl acetate (50 mL) and sat'd NaHCO3 (50 mL)
6. extractionThe organic extract
7. customwas dried
8. filtrationfiltered
9. concentrationconcentrated
10. custompurified by silica gel chromatography (2:3→0:1; hexanes:ethyl acetate)