反应详情

3-(Chloromethyl)-1H-1,2,4-triazole (70.8 mg) [see Bazhenov D. N. et al, Zh. Org. Khim, (1994), 30(5), 791-792 and references cited therein] was added to a solution of (2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)pyrrolidin-3-yl]-2-piperidinecarboxamide (91.8 mg) [see Example 4], potassium carbonate (91 mg) and sodium iodide (10 mg) in acetonitrile (10 ml) at 0° C. The reaction mixture was stirred at room temperature for 18 hours, after which time the solvent was removed under reduced pressure and the residue partitioned between ethyl acetate and water. The organic layer was separated, dried over magnesium sulphate and the solvent removed under reduced pressure. The crude product was purified by column chromatography on silica gel eluting with a solvent system of 93:7:1, by volume, dichloromethane:methanol: 0.88 aqueous ammonia solution to afford (2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)-1-(1H-1,2,4-triazol-3-ylmethyl)pyrrolidin-3-yl]-2-piperidinecarboxamide (12.6 mg) as a solid.

1. customafter which time the solvent was removed under reduced pressure
2. customthe residue partitioned between ethyl acetate and water
3. customThe organic layer was separated
4. dry with materialdried over magnesium sulphate
5. customthe solvent removed under reduced pressure
6. customThe crude product was purified by column chromatography on silica gel eluting with a solvent system of 93:7:1, by volume, dichloromethane