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HRID 24601Erstellt: 24. Oktober 2026

3-Phenylpropylamine → 4-(3-Chlorophenyl)-6-methoxymethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3-phenylpropyl)amide

https://huagongshe.com/de/reaction/24601

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-PhenylpropylamineHCID 16259—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt4-(3-Chlorophenyl)-6-methoxymethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acidHCID 22570146—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-(3-Chlorophenyl)-6-methoxymethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3-phenylpropyl)amideHCID 20758896—

Reaktionsschritte

60.0 mg (0.225 mmol) of 4-(3-chlorophenyl)-6-methoxymethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid and 36.5 mg (0.270 mmol) of 3-phenylpropylamine were dissolved in 10 ml of dichloromethane. 64.7 mg (0.338 mmol) of WSC hydrochloride was added to the obtained solution under cooling with ice, and they were stirred at room temperature overnight. After the concentration under reduced pressure, the reaction mixture was diluted with ethyl acetate and then washed with 1 N hydrochloric acid, saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (dichloromethane/methanol=100/1 to 10/1) to obtain the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06855716B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-1217d5ceef1445f994aafb55c5c4d737
Quellennotizuspto-grants-2005_02