反应详情

1-Phenylpiperidin-4-ylamine (40 mg, 0.227 mmol), lithium [3-(4-cyanobenzyl)-3H-imidazol-4-yl]acetate (56 mg, 0.227 mmol), 1-hydroxybenzotriazole hydrate (46 mg, 0.34 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (87 mg, 0.45 mmol), and N,N-diisopropylethylamine (99 μL, 0.57 mmol) were added to degassed DMF (2 mL) and the mixture was stirred for 18 hrs at room temperature then concentrated in vacuo. The residue was added to sat. NaHCO3 (aq) (5 mL) and extracted with dichloromethane (3×3 mL). The combined organic extracts were dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was chromatographed on silica gel, eluting with dichloromethane--5% methanol--0.05% NH4OH to give the product as a free base. This was lyophilized from HCl (aq)--acetonitrile to give the title compound as a white solid.

1. customto degassed DMF (2 mL)
2. concentrationthen concentrated in vacuo
3. additionThe residue was added to sat. NaHCO3 (aq) (5 mL)
4. extractionextracted with dichloromethane (3×3 mL)
5. dry with materialThe combined organic extracts were dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe residue was chromatographed on silica gel
9. washeluting with dichloromethane--5% methanol--0.05% NH4OH
10. customto give the product as a free base