反应详情

Combine 1-(3,4,5-trimethoxy-benzoyl)-3-[2-[4-[1 H-benzoimidazole-2-carbonyl]-piperidin-1-yl]-ethyl]-3-phenyl-pyrrolidine (1.0 g, 1.69 mmol), methyl (4-bromomethyl)benzoate (1.55 g, 6.76 mmol), and 1,8-diazabicyclo[5.4.0]undec-7-ene (2.06 g, 13.52 mmol) in acetonitrile (20 mL). Heat to reflux. After 72 hours, dilute the reaction mixture with ethyl acetate and extract three times with saturated aqueous ammonium chloride solution, saturated aqueous sodium bicarbonate solution, water, and saturated aqueous sodium chloride solution. Dry the organic layer over Na2SO4, filter, and concentrate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 5/1 ethyl acetate/methanol to give an oil. Combine the oil with dichloromethane and extract with 5% sodium bicarbonate solution. Dry the organic layer over Na2SO4, filter, and concentrate in vacuo to obtain a residue. Dry the residue in vacuo at 82° C. to give the title compound: mp; 92.0-96.0° C.; Rf=0.43 (silica gel, 5/1 ethyl acetate/methanol). Elemental Analysis calculated for C44H48N4O7: C 70.95; H 6.50; N 7.52; Found: C 70.78; H 6.56; N 7.48.

1. temperatureHeat to reflux
2. extractionextract three times with saturated aqueous ammonium chloride solution, saturated aqueous sodium bicarbonate solution, water, and saturated aqueous sodium chloride solution
3. dry with materialDry the organic layer over Na2SO4
4. filtrationfilter
5. concentrationconcentrate in vacuo
6. customto give a residue
7. extractionextract with 5% sodium bicarbonate solution
8. dry with materialDry the organic layer over Na2SO4
9. filtrationfilter
10. concentrationconcentrate in vacuo
11. customto obtain a residue
12. customDry the residue in vacuo at 82° C.