HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → (S)-N-(alpha-ethylbenzyl)-2-phenyl-3-(2-phthalimidoethoxy)quinoline-4-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- | HCID 11325 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Talnetant | HCID 5311424 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (S)-N-(alpha-ethylbenzyl)-2-phenyl-3-(2-phthalimidoethoxy)quinoline-4-carboxamide | HCID 11800901 | — |
Reaktionsschritte
1.90 g (5.0 mmol) of (S)-N-(α-ethylbenzyl)-3-hydroxy-2-phenylquinoline-4-carboxamide (product of Description 1) were dissolved in 20 ml of THF. 3.80 g (14.9 mmol) of N-(2-bromoethyl)phthalimide dissolved in 15 ml of THF, 2.00 g (14.5 mmol) of K2CO3 and 0.25 g of KI were added and the suspension was stirred at room temperature for 2.5 hours and then refluxed for 2 hours. Additional 1.90 g (7.4 mmol) of N-(2-bromoethyl)phthalimide and a catalytic amount of KI were added and the reaction refluxed for 3.5 hours; additional 0.50 g (2.0 mmol) of N-(2-bromoethyl)phthalimide and a catalytic amount of KI were added and the reaction refluxed for 5 hours.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06277862B1 |
| Quelldatensatz | uspto-grants-2001_08 |
| ORD ID | ord-02f654b91404405688046646914f2fab |
| Quellennotiz | uspto-grants-2001_08 |