Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Morpholine | HCID 8083 | — |
| Edukt | Sodium Sulfate | HCID 24436 | — |
| Edukt | 3-Nitro-p-tolualdehyde | HCID 1798998 | — |
| Edukt | Furan-2-carboximidamide hydrochloride | HCID 12231049 | — |
| Edukt | 3-Phenylpropyl 4-(2-(1-piperidinyl)ethoxy)acetoacetate | HCID 22005512 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | HCID 22005532 | HCID 22005532 | 0,9% |
Reaktionsschritte
A mixture of 3-phenylpropyl 4-(2-(1-piperidinyl)ethoxy)acetoacetate (10.0 g, 28.78 mmol), 4-methyl-3-nitrobenzaldehyde (4.75 g, 28.78 mmol), 2-amidinofuran hydrochloride (4.20 g, 28.78 mmol), morpholine (3.75 ml, 43.17 mmol), acetic acid (3.29 ml, 57.56 mmol), and sodium sulfate (8.17 g, 57.56 mmol) was stirred in ethanol (50 ml) for 1 hour at room temperature and then heated to 50° C. for 7 days. The ethanol was removed in vacuo and ethyl acetate was added to the residue. The mixture was filtered 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 (twice) to give the title compound (150 mg) as an oil. Electrospray MS m/z 587 [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-25ce43649d774d819074daa971a8dfd7 |
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| Quellennotiz | uspto-grants-2001_04 |
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