Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Ethyl 1,4-dibenzylpiperazine-2-carboxylate | HCID 2736402 | — |
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Produkt | Carbonate Ion | HCID 19660 | — |
| Produkt | (1,4-Dibenzylpiperazin-2-yl)methanol | HCID 10827800 | — |
Reaktionsschritte
2,3-Dibromopropionic acid, ethyl ester 7, N,N-dibenzylethylenediamine 8 and triethylamine are reacted in toluene at 80°-100° C., giving 1,4-bis(phenylmethyl)-2-piperazinecarboxylic acid, ethyl ester 9. The ester 9 is then reacted with lithium aluminum hydride in ether, under an inert atmosphere at reflux followed by treatment with an alkali base and an alkali carbonate giving 1,4-bis(phenylmethyl)-2-piperazinemethanol 10, which is then reacted with thicnyl chloride in carbon tetrachloride at 50°-60° C. followed by treatment with an alkali hydroxide, giving 2-chloromethyl-1,4-bis(phenylmethyl)piperazine 11. The compound 11 is then reacted with an amine R4, where R4 is dimethylamine, N-methylpiperazine, etc., giving a 2-substituted methyl-1,4-bis(phenylmethyl)piperazine 12 which is then catalytically reduced in ethanol and cyclohexane, giving piperazine derivative 13. Derivative 13 is then reacted with 6 in pyridine in a sealed unit under argon at 120°-130° C., giving 14. ##STR8##
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05210193 |
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| Quelldatensatz | uspto-grants-1993_05 |
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| ORD ID | ord-523b785735964142935354453f45bbd6 |
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| Quellennotiz | uspto-grants-1993_05 |
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