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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2067802Generated: November 1, 2026

Potassium tert-butoxide → Encukalner

https://huagongshe.com/reaction/2067802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant6-Fluoro-1,2,3,4-tetrahydroisoquinoline hydrochlorideHCID 45074042—
ReactantN-(4-Bromo-2,6-dimethyl-phenyl)-3,3-dimethyl-butanamideHCID 59741059—
SolventTolueneHCID 1140—
ProductEncukalnerHCID 24743936—

Reaction Steps

Bis(dibenzylidineacetone)palladium (390 mg, 0.68 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (800 mg, 2.0 mmol) were added to dry toluene (150 mL purged with argon for 30 minutes) and stirred for 30 minutes under argon. Potassium tert-butoxide (4.75 mg, 42.3 mmol), 6-fluoro-1,2,3,4-tetrahydro-isoquinoline hydrochloride salt (3.2 g, 17.0 mmol), and N-(4-bromo-2,6-dimethyl-phenyl)-3,3-dimethyl-butanamide (5 g, 16.8 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. (5.11 g, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293911B2
Source datasetuspto-grants-2012_10
ORD IDord-f8475601206e4292b3dbbcfa9d1a1a0f
Source noteuspto-grants-2012_10