反应详情

温度

110 °C

A mixture of 9-methyl-3,9-diaza-bicyclo[3.3.1]nonane (0.50 g, 3.56 mmol), 1-bromo-3,4-dichlorobenzene (1.61 g, 7.13 mmol), potassium tert-butoxide (0.80 g, 7.13 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl (0.050 g, 0.105 mmol) and palladium (II) acetate (0.025 g, 0.111 mmol) and dioxane (10 ml) was stirred at 110° C. for 20 min. Water (30 ml) was added followed by extraction with ethylactate (3×10 ml). The organic phase was dried and evaporated. The crude product was purified by silica gel column chromatography using a solvent mixture of dichloromethane, methanol and aqueous ammonia (18-1-1%). The pure product was isolated. Yield 211 mg (20%). The fumarate salt was precipitated from 1.1 eq of fumaric acid and a mixture of ethanol and diethylether (2:5). Mp 187-189° C. LC-ESI-HRMS of [M+H]+shows 285.092 Da. Calc. 285.092529 Da, dev. −1.9 ppm.

1. extractionfollowed by extraction with ethylactate (3×10 ml)
2. customThe organic phase was dried
3. customevaporated
4. customThe crude product was purified by silica gel column chromatography
5. additiona solvent mixture of dichloromethane, methanol and aqueous ammonia (18-1-1%)
6. customThe pure product was isolated