反应详情

In DMF (5.5 ml) was dissolved 7-(4-ethoxy-3-fluorophenyl)-1-formyl-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid (398 mg). To the solution was added thionyl chloride (0.20 ml), and the mixture was stirred at room temperature for 30 minutes. Under reduced pressure, the solvent was evaporated, and to the residue was added THF (10.0 ml). On the other hand, to 4-[[N-methyl-N-(tetrahydro-2H-pyran-4-yl)amino]methyl]aniline dihydrochloride (394 mg) was added THF (10.0 ml), and then was added triethylamine (1.17 ml). To the obtained mixture was added dropwise at 0° C. the previously prepared acid chloride suspension, and the mixture was stirred at room temperature for 4 hours. To the mixture was added ethyl acetate, and the mixture was washed with water, 1N sodium hydroxide solution, water and saturated brine. The organic layer was dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol to give 7-(4-ethoxy-3-fluorophenyl)-1-formyl-N-[4-[[N-methyl-N-(tetrahydro-2H-pyran-4-yl)amino]methyl]phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxamide (453 mg, 73%) as white crystals.

1. customUnder reduced pressure, the solvent was evaporated
2. additionto the residue was added THF (10.0 ml)
3. additionOn the other hand, to 4-[[N-methyl-N-(tetrahydro-2H-pyran-4-yl)amino]methyl]aniline dihydrochloride (394 mg) was added THF (10.0 ml)
4. additionwas added triethylamine (1.17 ml)
5. additionTo the obtained mixture was added dropwise at 0° C. the previously prepared acid chloride suspension
6. stirringthe mixture was stirred at room temperature for 4 hours
7. additionTo the mixture was added ethyl acetate
8. washthe mixture was washed with water, 1N sodium hydroxide solution, water and saturated brine
9. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
10. customThe solvent was evaporated under reduced pressure
11. customthe residue was recrystallized from ethanol