反应详情

温度

40 °C

A mixture of tert-butyl 9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate hydrochloride (Preparation A; 0.26 g, 1.0 mmol) and K2CO3 (1.45 g, 10.5 mmol) in MeCN (8 mL) was treated with 1-chloropinacolone (0.216 g, 1.6 mmol), and the mixture stirred at 40° C. overnight. The following morning, the temperature was raised to 50° C. for 4 h before the solids were filtered off from the mixture and the filtrate concentrated in vacuo. The crude product was dissolved in DCM and the solution was added to an ion-exchange solid phase extraction plug (10 g CBA (carboxylic acid on silica support)). After 1 h, the plug was washed with DCM (15 mL), after which the product was finally eluted with dichloromethane:MeOH:TEA (90:5:5). The solvents were evaporated to give 0.276 g (85.5%) of the sub-title compound.

1. customPreparation A
2. temperatureThe following morning, the temperature was raised to 50° C. for 4 h before the solids
3. filtrationwere filtered off from the mixture
4. concentrationthe filtrate concentrated in vacuo
5. dissolutionThe crude product was dissolved in DCM
6. additionthe solution was added to an ion-exchange solid phase extraction plug (10 g CBA (carboxylic acid on silica support))
7. waitAfter 1 h
8. washthe plug was washed with DCM (15 mL)
9. washafter which the product was finally eluted with dichloromethane:MeOH:TEA (90:5:5)
10. customThe solvents were evaporated