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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1719967Erstellt: 25. Oktober 2026

Water → ethyl 4-oxo-10-(3-cyclopentylpropionamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate

https://huagongshe.com/reaction/1719967

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDiethyl (ethoxymethylene)malonateHCID 6871—
Edukt4-Amino-6-(3-cyclopentylpropionamido)quinazolineHCID 13060465—
LösungsmittelDimethylformamideHCID 6228—
Produktethyl 4-oxo-10-(3-cyclopentylpropionamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylateHCID 1306056338%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 4-amino-6-(3-cyclopentylpropionamido)-quinazoline (4.4 g) and diethyl ethoxymethylenepropanedioate (5.5 g) in N,N-dimethylformamide (20 ml) was stirred at 100° C. for 3 hours. To the reaction mixture was added water. The resulting crystals were collected by filtration, washed with water, and suspended in dichloroethane under heating. After the suspension was cooled to ambient temperature, the resulting crystals were collected by filtration and washed wit dichloromethane. There was obtained ethyl 4-oxo-10-(3-cyclopentylpropionamido)-4H-pyrimido[1,2-C]-quinazoline-3-carboxylate (2.4 g). The filtrate was concentrated to 1/4 of its original volume and cooled to 0° C. to yield an additional 0.37 g of the same product. The cryde substance (2.77 g) obtained above was chromatographed on silica gel with 2% methanol-dichloromethane. The product was recrystallized from a mixture of methanol and dichloromethane to give crystalline pure product (2.45 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04543356
Quelldatensatzuspto-grants-1985_09
ORD IDord-9166bef1a4904d3ea91107c5e36f47e1
Quellennotizuspto-grants-1985_09