HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diisopropylethylamine → N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Benzyl 1-aminocyclopentane-1-carboxylate | HCID 231228 | — |
| Edukt | 4'-(Bromomethyl)-2-cyanobiphenyl | HCID 1501912 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-amine | HCID 20083512 | — |
Reaktionsschritte
A mixture of 2.72 g (10 mmol) of 4-bromomethyl-2'-cyano-biphenyl, 2.63 g (12 mmol) of 1-aminocyclopentane-carboxylic acid benzyl ester, 3.4 ml (20 mmol) of Hunig base and 10 ml of N,N-dimethylformamide is heated to 130°-140° (bath temperature) for 2 hours while stirring. After cooling, the reaction mixture is poured onto 50 ml of ice/water. Extraction using ethyl acetate yields the crude N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-amine, which forms a hydrochloride melting between 180° and 182° (ethanol/diethyl ether).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05399578 |
| Quelldatensatz | uspto-grants-1995_03 |
| ORD ID | ord-aa3e4dfb5ace443294796a0eb9ae4bec |
| Quellennotiz | uspto-grants-1995_03 |