HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → Encukalner
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 6-Fluoro-1,2,3,4-tetrahydroisoquinoline hydrochloride | HCID 45074042 | — |
| Reactant | N-(4-Bromo-2,6-dimethyl-phenyl)-3,3-dimethyl-butanamide | HCID 59741059 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Encukalner | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293911B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-f8475601206e4292b3dbbcfa9d1a1a0f |
| Source note | uspto-grants-2012_10 |