HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
6-Chloro-1,2,3,4-Tetrahydroisoquinoline Hydrochloride → N-[2-Chloro-4-(6-chloro-3,4-dihydro-1H-isoquinolin-2-yl)-6-methyl-phenyl]-3,3-dimethylbutanamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 6-Chloro-1,2,3,4-Tetrahydroisoquinoline Hydrochloride | HCID 12595084 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | N-(4-bromo-2-chloro-6-methylphenyl)-3,3-dimethylbutanamide | HCID 58097339 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | N-[2-Chloro-4-(6-chloro-3,4-dihydro-1H-isoquinolin-2-yl)-6-methyl-phenyl]-3,3-dimethylbutanamide | HCID 24937206 | — |
Reaktionsschritte
Bis(dibenzylidineacetone)palladium (2 mg, 0.0035 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (3.3 mg, 0.0084 mmol) were added to dry toluene (10 mL purged with argon) and stirred for 15 minutes under argon. Potassium tert-butoxide (197 mg, 1.75 mmol), 6-chloro-1,2,3,4-tetrahydroisoquinoline hydrochloride salt (133 mg, 0.65 mmol), and N-(4-bromo-2-chloro-6-methylphenyl)-3,3-dimethylbutanamide (200 mg, 0.63 mmol) were then added, and the reaction mixture was stirred at 90° C. overnight. The reaction mixture was then cooled to room temperature, concentrated, and purified by thin layer chromatography (dichloromethane:methanol 5%) to afford the title compound as a solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08993593B2 |
| Quelldatensatz | uspto-grants-2015_03 |
| ORD ID | ord-6a2bb95053034ce9b03f4d4780bc3356 |
| Quellennotiz | uspto-grants-2015_03 |