反应详情

To a solution of (4′-(6-chloro-2-(((4aR,7R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)oxy)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridin-5-yl)-[1,1′-biphenyl]-4-yl)((R)-3-((2-(trimethylsilyl)ethoxy)methoxy)pyrrolidin-1-yl)methanone (181 mg, 0.198 mmol) in formic acid (1 ml, 26.1 mmol) at 0° C., was added saturated potassium hydrogen sulfate (0.2 ml, 0.198 mmol). The resulting mixture was stirred at room temperature for 48 h. The reaction mixture was then cooled down to 0° C. and basified to pH 11 with 2.5N NaOH. The mixture was stirred at room temperature for 30 minutes, then the layers were separated. The aqueous layer was extracted with EtOAc; and the combined organic layers was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The purification of the resulting residue by HPLC eluting with 10-100% MeCN:H2O 0.1% formic acid afforded the title compound LC-MS: calculated for C29H29ClN4O6 564.18 observed m/e: 565.09 (M+H)+ (Rt: 1.72/4 min).

1. stirringThe mixture was stirred at room temperature for 30 minutes
2. customthe layers were separated
3. extractionThe aqueous layer was extracted with EtOAc
4. washand the combined organic layers was washed with brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe purification of the resulting residue by HPLC
9. washeluting with 10-100% MeCN