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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 324777Erstellt: 26. Oktober 2026

3,4-Dichlorobenzaldehyde → 3-Phenylpropyl 4-(3,4-dichlorophenyl)-2-(2-furyl)-6-[(2-(1-piperidinyl)ethoxy)methyl]-1,4-dihydropyrimidine-5-carboxylate

https://huagongshe.com/reaction/324777

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3,4-DichlorobenzaldehydeHCID 22710—
EduktSodium BicarbonateHCID 516892—
EduktFuran-2-carboximidamide hydrochlorideHCID 12231049—
Edukt3-Phenylpropyl 4-(2-(1-piperidinyl)ethoxy)acetoacetateHCID 22005512—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-Phenylpropyl 4-(3,4-dichlorophenyl)-2-(2-furyl)-6-[(2-(1-piperidinyl)ethoxy)methyl]-1,4-dihydropyrimidine-5-carboxylateHCID 2200551611,2%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of 3-phenylpropyl 4-(2-(1-piperidinyl)ethoxy)acetoacetate (3.22 g, 9.27 mmol), 3,4-dichlorobenzaldehyde (1.62 g, 9.27 mmol), 2-amidinofuran hydrochloride (1.36 g, 9.27 mmol) and sodium hydrogen carbonate (0.78 g, 9.27 mmol) was stirred in N,N-dimethylformamide (15 mL) for 3 days at room temperature and then heated to 60° C. for 6 days. The DMF was removed in vacuo and ethyl acetate was added to the residue. The precipitate was removed by filtration and the filtrate was washed with water, sodium hydrogen carbonate solution and brine, dried and evaporated to yield an oil. The oil was further purified by flash chromatography and RP-HPLC to give the title compound (617.1 mg) as an oil. Electrospray MS m/z 596/598 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06218538B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-4990e97a05b048ac8d3d47f7728d1c29
Quellennotizuspto-grants-2001_04