Potassium tert-butoxide → 4-(7-Fluoro-3,4-dihydro-1H-isoquinolin-2-yl)-2,6-dimethyl-phenyl-3,3-dimethyl-butanamide

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Reaction Steps

Bis(dibenzylidineacetone)palladium (156 mg, 0.28 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (320 mg, 0.8 mmol) were added to dry toluene (60 mL purged with argon) and stirred for 15 minutes under argon. Potassium tert-butoxide (1.9 g, 16.25 mmol), 7-fluoro-1,2,3,4-tetrahydro-isoquinoline hydrochloride salt (1.28 g, 6.8 mmol), and N-(4-bromo-2,6-dimethyl-phenyl)-3,3-dimethyl-butanamide (5 g, 6.8 mmol) were then added, and the reaction mixture was stirred at 80° C. overnight. The reaction mixture was then cooled to room temperature and recrystallized from toluene to afford the title compound as a solid. (1.9 g, 76%).

Provenance & Evidence