反応 #52875

反応方程式

4-(3-chlorophenyl)-6-[(2-cyclohexylethoxy)methyl]-2-phenyl-1,4-dihydropyrimidine-5-carboxylic acid

cinnamylamine

WSC hydrochloride

HOBT

→

title compound

4-(3-chlorophenyl)-6-[(2-cyclohexylethoxy)methyl]-2-phenyl-5-[(3-phenyl-2-propene-1-yl)- carbamoyl]-1,4-dihydropyrimidine

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   温度under cooling with ice, and they
2. 2
   洗浄washed with saturated aqueous sodium hydrogencarbonate solution
3. 3
   乾燥The organic layer was dried over anhydrous sodium sulfate
4. 4
   濃縮concentrated under reduced pressure
5. 5
   その他The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1 to 1/1)

実験手順

110 mg (0.243 mmol) of 4-(3-chlorophenyl)-6-[(2-cyclohexylethoxy)methyl]-2-phenyl-1,4-dihydropyrimidine-5-carboxylic acid and 38.8 mg (0.292 mmol) of cinnamylamine were dissolved in 10 ml of dichloromethane. 69.9 mg (0.365 mmol) of WSC hydrochloride and 37.2 mg (0.243 mmol) of HOBT were added to the obtained solution under cooling with ice, and they were stirred at room temperature for 3 hours. The reaction mixture was diluted with dichloromethane and then washed with saturated aqueous sodium hydrogencarbonate solution. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1 to 1/1) to obtain the title compound.

出典