反应详情

To a mixture of 42b (0.063 g, 0.138 mmol) and 2-chloronicotinoyl chloride (73, 0.027 g, 0.15 mmol) in DCM (3 mL) at RT was added DIPEA (0.05 mL, 0.27 mmol). The mixture was stirred overnight at RT and the solvent was evaporated. The residue as obtained contained 74a and was treated with a solution of azetidine (0.1 mL, excess) in THF (2 mL). The reaction mixture was heated at 800 C with stirring for 4 h. The reaction mixture was cooled to RT and the solvents evaporated in vacuo. The crude product was purified by flash chromatography on silica gel eluting with MeOH (containing 10% NH4OH)/DCM (0 to 4% MeOH/NH4OH). The recovered material was dissolved in DCM and cyclohexane was added which resulted in the separation of an oil. The solvents were decanted and product dried in vacuo to afford 0.045 g of II-356: mp 72.9–74° C.; Anal. calcd. for C33H43ClN6O3 (containing 0.5 mol of H2O): C, 65.69; H, 7.66; N, 12.77. Found: C, 65.99; H, 7.47; N, 12.61; ms (ES+) m/z 607 (M+H)

1. customthe solvent was evaporated
2. customThe residue as obtained
3. temperatureThe reaction mixture was heated at 800 C
4. stirringwith stirring for 4 h
5. temperatureThe reaction mixture was cooled to RT
6. customthe solvents evaporated in vacuo
7. customThe crude product was purified by flash chromatography on silica gel eluting with MeOH (containing 10% NH4OH)/DCM (0 to 4% MeOH/NH4OH)
8. dissolutionThe recovered material was dissolved in DCM
9. additioncyclohexane was added which
10. customresulted in the separation of an oil
11. customThe solvents were decanted
12. customproduct dried in vacuo
13. customto afford 0.045 g of II-356