反应详情

A mixture of 1-(4-chlorobutyl)-3-(methyloxy)-2(1H)-pyridinone (67.8 mg, 0.31 mmol), 2-methyl-5-(1-piperazinyl)quinoline (see WO2004/046124 D3) (77.5 mg, 0.34 mmol), triethylamine (0.09 mL, 0.64 mmol) and a catalytic amount of sodium iodide in anhydrous N,N-dimethylformamide (2.50 mL) was stirred at 110° C. overnight. The reaction mixture was concentrated in vacuo, taken-up in dichloromethane (5 mL) and washed with water (2×5 mL). The organic layer was dried (Na2SO4) and evaporated in vacuo. The crude product was passed through a SCX cartridge, washing with methanol and eluting with ammonia 2M in methanol and then purified by flash chromatography on silica gel, eluting with 2% methanol in dichloromethane, to afford the corresponding free base of the title compound as a yellow solid (65.9 mg, 52%).

1. concentrationThe reaction mixture was concentrated in vacuo, taken-up in dichloromethane (5 mL)
2. washwashed with water (2×5 mL)
3. dry with materialThe organic layer was dried (Na2SO4)
4. customevaporated in vacuo
5. washwashing with methanol
6. washeluting with ammonia 2M in methanol
7. custompurified by flash chromatography on silica gel
8. washeluting with 2% methanol in dichloromethane