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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 880672Erstellt: 25. Oktober 2026

6-Chloro-1,2,3,4-Tetrahydroisoquinoline Hydrochloride → N-[2-Chloro-4-(6-chloro-3,4-dihydro-1H-isoquinolin-2-yl)-6-trifluoromethyl-phenyl]-3,3-dimethyl-butanamide

https://huagongshe.com/reaction/880672

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt6-Chloro-1,2,3,4-Tetrahydroisoquinoline HydrochlorideHCID 12595084—
EduktPotassium tert-butoxideHCID 23665647—
EduktN-(4-bromo-2-chloro-6-(trifluoromethyl)phenyl)-3,3-dimethylbutanamideHCID 58097337—
LösungsmittelTolueneHCID 1140—
ProduktN-[2-Chloro-4-(6-chloro-3,4-dihydro-1H-isoquinolin-2-yl)-6-trifluoromethyl-phenyl]-3,3-dimethyl-butanamideHCID 24937080—

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 (151 mg, 1.35 mmol), 6-chloro-1,2,3,4-tetrahydroisoquinoline hydrochloride (133 mg, 0.65 mmol) and N-(4-bromo-2-chloro-6-(trifluoromethyl)phenyl)-3,3-dimethylbutanamide (200 mg, 0.54 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993593B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-6ff9357274e34bf599b827bdbc545c46
Quellennotizuspto-grants-2015_03