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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 3,4-Dichlorobenzaldehyde | HCID 22710 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Furan-2-carboximidamide hydrochloride | HCID 12231049 | — |
| Edukt | 3-Phenylpropyl 4-(2-(1-piperidinyl)ethoxy)acetoacetate | HCID 22005512 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-Phenylpropyl 4-(3,4-dichlorophenyl)-2-(2-furyl)-6-[(2-(1-piperidinyl)ethoxy)methyl]-1,4-dihydropyrimidine-5-carboxylate | HCID 22005516 | 11,2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06218538B1 |
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| Quelldatensatz | uspto-grants-2001_04 |
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| ORD ID | ord-4990e97a05b048ac8d3d47f7728d1c29 |
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| Quellennotiz | uspto-grants-2001_04 |
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