反应详情

Into a solution of 1.71 g of 4-nitrophenyl propyl carbonate in 15 mL of N,N-dimethylformamide, 1.50 g of 4-{3-[4-(3-{4-[amino(imino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamidine was added at room temperature, and the solution was stirred at the same temperature for 4 hours. Chloroform and water were added to the reaction mixture. The organic layer was separated, washed with water, twice with a 5% potassium carbonate aqueous solution and with a saturated sodium chloride aqueous solution successively, and dried over anhydrous magnesium sulfate, followed by solvent removal by evaporation under reduced pressure. The obtained residue was purified by a silica gel column chromatography (eluent; chloroform:methanol=4:1). The obtained solid substance was dissolved in chloroform, washed with a 5% potassium carbonate aqueous solution and a saturated sodium chloride aqueous solution successively, and dried over anhydrous magnesium sulfate. After removing the solvent by evaporation under reduced pressure, 1.25 g of 4-{3-[4-(3-{4-[amino(propoxycarbonylimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}-N′-(propoxycarbonyl)benzamidine was obtained as a white solid.

1. customThe organic layer was separated
2. washwashed with water, twice with a 5% potassium carbonate aqueous solution and with a saturated sodium chloride aqueous solution successively
3. dry with materialdried over anhydrous magnesium sulfate
4. customfollowed by solvent removal by evaporation under reduced pressure
5. customThe obtained residue was purified by a silica gel column chromatography (eluent; chloroform:methanol=4:1)
6. dissolutionThe obtained solid substance was dissolved in chloroform
7. washwashed with a 5% potassium carbonate aqueous solution
8. dry with materiala saturated sodium chloride aqueous solution successively, and dried over anhydrous magnesium sulfate
9. customAfter removing the solvent
10. customby evaporation under reduced pressure