反应详情

2-acryloyl-1-cyclohexyl-1,2,3,4-tetrahydroisoquinoline (516 mg) was dissolved in iPrOH (15 mL). To the reaction mixture were added 1-(aminomethyl)cyclohexanol hydrochloride (635 mg) and triethylamine (0.59 mL), followed by stirring under heating at reflux for 16 hours. Thereafter, the solvent was evaporated and water was added to the mixture, followed by extraction with chloroform. The extract was washed with saturated brine, and then dried over magnesium sulfate. The solvent was evaporated and the resulting residue was purified by silica gel column chromatography (chloroform-MeOH) and then further purified by alkaline silica gel column chromatography (chloroform) to obtain 1-({[3-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-3-oxopropyl]amino}methyl)cyclohexanol (214 mg).

1. temperatureunder heating
2. temperatureat reflux for 16 hours
3. customThereafter, the solvent was evaporated
4. additionwater was added to the mixture
5. extractionfollowed by extraction with chloroform
6. washThe extract was washed with saturated brine
7. dry with materialdried over magnesium sulfate
8. customThe solvent was evaporated
9. customthe resulting residue was purified by silica gel column chromatography (chloroform-MeOH)
10. customfurther purified by alkaline silica gel column chromatography (chloroform)