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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 880686Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/880686

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt6-Chloro-1,2,3,4-Tetrahydroisoquinoline HydrochlorideHCID 12595084—
EduktPotassium tert-butoxideHCID 23665647—
EduktN-(4-bromo-2-chloro-6-methylphenyl)-3,3-dimethylbutanamideHCID 58097339—
LösungsmittelTolueneHCID 1140—
ProduktN-[2-Chloro-4-(6-chloro-3,4-dihydro-1H-isoquinolin-2-yl)-6-methyl-phenyl]-3,3-dimethylbutanamideHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993593B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-6a2bb95053034ce9b03f4d4780bc3356
Quellennotizuspto-grants-2015_03