反应详情

Combine 1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)pyrrolidine (0.52 g, 0.98 mmol) and (1-(4-fluorobenzyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine (0.49 g, 1.5 mmol), and N,N-diisopropylethylamine (0.4 mL, 2.3 mmol) in acetonitrile (12 mL). Heat to reflux. After 18 hours, cool and partition the reaction mixture between ethyl acetate and water. Separate the layers and extract the organic layer with water, saturated aqueous sodium bicarbonate, and brine. 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 5% methanol/ethyl acetate and then 50% methanol/ethyl acetate to give a residue. Partition the residue between chloroform and brine. Dry the organic layer over Na2SO4, filter, and concentrate in vacuo to give the title compound: Rf=0.39 (silica gel, 30% methanol/ethyl acetate).

1. temperatureHeat to reflux
2. temperaturecool
3. custompartition the reaction mixture between ethyl acetate and water
4. customSeparate the layers
5. extractionextract the organic layer with water, saturated aqueous sodium bicarbonate, and brine
6. dry with materialDry the organic layer over Na2SO4
7. filtrationfilter
8. concentrationconcentrate in vacuo
9. customto obtain a residue
10. customPartition the residue between chloroform and brine
11. dry with materialDry the organic layer over Na2SO4
12. filtrationfilter
13. concentrationconcentrate in vacuo