反应详情

Combine 1-(3,4,5-trimethoxybenzoyl)-3-phenyl-3-(2-methanesulfonyloxyethyl)pyrrolidine (0.42 g, 0.9 mmol) and (1(4-fluorobenzyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine (0.49 g, 1.5 mmol), and N,N-diisopropylethylamine (0.40 mL, 2.3 mmol) in acetonitrile (12 mL). Heat to reflux. After 18 hours, pour the reaction mixture into ethyl acetate. Extract twice with water, saturated aqueous sodium bicarbonate solution, and aqueous sodium chloride solution. Dry the organic layer over Na2SO4, filter, and concentrate in vacuo to obtain a residue. Chromatograph the residue on a short column of silica gel eluting sequentially with ethyl acetate and then 25% methanol/ethyl acetate. Evaporate the product containing fractions and partition between dichloromethane and 1/1 brine/water. Dry the organic layer over Na2SO4, filter, and concentrate in vacuo to give the title compound: Rf=0.38 silica gel, 25% methanol/ethyl acetate).

1. temperatureHeat to reflux
2. extractionExtract twice with water, saturated aqueous sodium bicarbonate solution, and aqueous sodium chloride solution
3. dry with materialDry the organic layer over Na2SO4
4. filtrationfilter
5. concentrationconcentrate in vacuo
6. customto obtain a residue
7. customEvaporate the product
8. additioncontaining fractions
9. custompartition between dichloromethane and 1/1 brine/water
10. dry with materialDry the organic layer over Na2SO4
11. filtrationfilter
12. concentrationconcentrate in vacuo