反应详情

A mixture of N-(1-benzylpiperidin-4-yl)-N-methylamine (XXVII, 4.80 g) and 2-bromo-3-ethoxypyridine (XXVIIIa, 2.3805 g) is placed in a metal, screw cap reaction vessel using dichloromethane as the transfer solvent. Reduced pressure is applied to the vessel with heating at 50° to 60° for 45 min to remove dichloromethane. The vessel is then sealed and heated at 160 to 165° for 2 days. After cooling, the resulting solids are dissolved in dichloromethane and washed with water and saline. The organic phases are dried over magnesium sulfate and concentrated under reduced pressure to give the product, which is chromatographed (silica gel; eluting with ethyl acetate/hexane (30/70) followed by ethyl acetate/hexane (50/50)), to give N-(1-benzylpiperidin-4-yl)-N-(3-ethoxypyridin-2-yl)-methylamine (XXVIII, Chart G); MS (m/z) 325; IR (neat) 1462, 1211, 1481, 1589 and 1450 cm-1.

1. customcap
2. customreaction vessel
3. temperaturewith heating at 50° to 60° for 45 min
4. customto remove dichloromethane
5. customThe vessel is then sealed
6. temperatureheated at 160 to 165° for 2 days
7. temperatureAfter cooling
8. dissolutionthe resulting solids are dissolved in dichloromethane
9. washwashed with water and saline
10. dry with materialThe organic phases are dried over magnesium sulfate
11. concentrationconcentrated under reduced pressure
12. customto give the product, which
13. customis chromatographed
14. wash(silica gel; eluting with ethyl acetate/hexane (30/70) followed by ethyl acetate/hexane (50/50))