반응 #156185
ord-7fe99b646ddc4c14942d498c8193c493
반응 방정식
반응물
시약
반응 조건
후처리
- 1workup.STIRRINGthe mixture was stirred at room temperature overnight
- 2추출followed by extraction
- 3건조The organic layer was dried with anhydrous sodium sulfate, and condensed under reduced pressure
- 4기타The residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:1)
- 5기타condensed under reduced pressure
- 6workup.STIRRINGwas stirred at room temperature
- 7workup.ADDITIONwas added to the residue
- 8기타The precipitated insoluble matter was separated
- 9세척washed with ethyl acetate
- 10기타dried
실험 절차
Triethylamine (0.15 ml) was added to a 1,2-dichloroethane solution (2.5 ml) of 1-methyl-6-[5-(2-pyridin-3-ylethylamino)pentyloxy]-1H-quinolin-2-one dihydrochloride (219 mg). The mixture was stirred at room temperature for 30 minutes. Cyclohexane carboxaldehyde (0.073 ml) and sodium triacetoxyborohydrate (159 mg) were added thereto, and the mixture was stirred at room temperature overnight. A saturated sodium hydrogencarbonate aqueous solution was added to the reaction mixture, followed by extraction using dichloromethane. The organic layer was dried with anhydrous sodium sulfate, and condensed under reduced pressure. The residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:1). The purified product was condensed under reduced pressure. A 1N-hydrogen chloride ethanol solution (1.0 ml) was added to an ethanol solution (20 ml) of the residue, which was stirred at room temperature. The reaction mixture was condensed under reduced pressure and ethyl acetate was added to the residue. The precipitated insoluble matter was separated, washed with ethyl acetate, and dried to give the title compound (100 mg) as a pale yellow powder.