反应详情

A solution of 25 mg of 3-((3-((4-(piperidin-1-yl)-2-(4-((3-(trifluoromethyl)benzyl)carbamoyl)pyridin-2-yl)phenyl)carbamoyl)benzyl)thio)benzoic acid 8.25 in 2 mL of a 2:1:1 mixture of THF, methanol, and water was treated with 110 mg of Oxone®. The mixture was stirred for 2 h and then it was diluted with ethyl acetate. The organic phase was washed with water, which caused a precipitate to form. The precipitate was redissolved by adding methanol. The organic phase was separated and filtered. Evaporation of the solvent gave a white solid. This solid was dissolved in methanol and treated with 5 mg of 5% Pd/C. The mixture was stirred under a hydrogen atmosphere for 15 minutes, and then it was filtered. The solvent was evaporated and the residue was purified by reverse phase HPLC, eluting with 0.05% TFA in a water/acetonitrile gradient. The process yielded 8.6 mg of product. MS (ES, m/z) 757 [M+H]+.

1. washThe organic phase was washed with water, which
2. customto form
3. dissolutionThe precipitate was redissolved
4. customThe organic phase was separated
5. filtrationfiltered
6. customEvaporation of the solvent
7. customgave a white solid
8. stirringThe mixture was stirred under a hydrogen atmosphere for 15 minutes
9. filtrationit was filtered
10. customThe solvent was evaporated
11. customthe residue was purified by reverse phase HPLC
12. washeluting with 0.05% TFA in a water/acetonitrile gradient