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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Water | HCID 962 | — |
| Edukt | Diethyl (ethoxymethylene)malonate | HCID 6871 | — |
| Edukt | 4-Amino-6-(3-cyclopentylpropionamido)quinazoline | HCID 13060465 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | ethyl 4-oxo-10-(3-cyclopentylpropionamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate | HCID 13060563 | 38% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04543356 |
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| Quelldatensatz | uspto-grants-1985_09 |
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| ORD ID | ord-9166bef1a4904d3ea91107c5e36f47e1 |
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| Quellennotiz | uspto-grants-1985_09 |
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