Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | N,N-Diethylethylenediamine | HCID 60993 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | HCID 18768099 | HCID 18768099 | — |
| Edukt | (2R,5S)-5-Chloro-2-{2-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzaldehyde | HCID 53673807 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | HCID 12112112 | HCID 12112112 | 30,1% |
Reaktionsschritte
To a solution of (2R,5S)-5-chloro-2-{2-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzaldehyde (0.100 g, 0.25 mmol) in 10:1 dichloroethane acetic acid (2.2 mL) was added (diethylamino)ethylamine (0.088 mL, 0.625 mmol) and the resulting solution was stirred for 1 hour at ambient temperature. To this was added sodium cyanoborohydride (0.0094 g, 0.15 mmol) and the reaction was stirred overnight at ambient temperature. Upon completion water was added and the mixture was basified with solid sodium bicarbonate (pH>10). The product was extracted with dichloromethane (2×) and diethyl ether (2×). The combined organics were dried over magnesium sulfate, filtered and concentrated in vacuo. Chromatography on silica gel gave the title compound (0.039 g, x 30% yield)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06649611B2 |
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| Quelldatensatz | uspto-grants-2003_11 |
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| ORD ID | ord-dba56af168444ddabdea68328ee57ade |
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| Quellennotiz | uspto-grants-2003_11 |
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