HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diisopropylethylamine → N-(2-(5-chloro-1H-indol-3-yl)ethyl)-1-(2-fluorophenyl)-2-oxopyrrolidine-3-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | PyBOP | HCID 2724699 | — |
| Edukt | 5-Chloro-1H-indole-3-ethylamine monohydrochloride | HCID 2827494 | — |
| Edukt | 1-(2-Fluorophenyl)-2-oxo-3-pyrrolidinecarboxylic acid | HCID 4569153 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-(2-(5-chloro-1H-indol-3-yl)ethyl)-1-(2-fluorophenyl)-2-oxopyrrolidine-3-carboxamide | HCID 66831906 | 44% |
Reaktionsschritte
A mixture of 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (0.104 g; 0.448 mmol), PyBOP (0.349 g; 0.672 mmol), N,N-diisopropylethylamine (0.232 mL; 1.34 mmol) and 1-(2-fluorophenyl)-2-oxopyrrolidine-3-carboxylic acid (0.100 g; 0.448 mmol) was stirred in DMF (3 mL) overnight. The reaction mixture was partitioned between ethyl acetate and sodium hydrogen sulfate, the organic layer was washed with sodium carbonate, brine, dried and concentrated under reduced pressure. The crude mixture was purified flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.078 g (44%) of the title compound as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09434722B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-b844dc2284db47c68ffbd974f6f073b6 |
| Quellennotiz | uspto-grants-2016_09 |