反应详情

温度

80 °C

To a solution of 5-bromo-1-(4-methoxybenzyl)-1H-indazole (870 mg, 2.75 mmol) in toluene (10 mL) was added in succession (S)-tert-butyl 3-aminopiperidine-1-carboxylate (660 mg, 3.3 mmol), sodium tert-butoxide (475 mg, 5 mmol), and rac-(±)-BINAP (180 mg, 0.29 mmol). The flask was evacuated and refilled with nitrogen three times, after which Pd2 dba3 (83 mg, 1.5 mol %) was added. The flask was again purged with nitrogen three times, and was then heated to 80° C. overnight. The solution was cooled to room temperature and then filtered through a pad of celite, washing with additional toluene. The toluene solution was then loaded directly onto a silica gel column that had been packed with heptane. The column was flushed with 2 column volumes of heptane, and then eluted with 40/60—EtOAc/heptane to afford the title compound (1.00 g 82%).

1. customThe flask was evacuated
2. additionrefilled with nitrogen three times
3. additionafter which Pd2 dba3 (83 mg, 1.5 mol %) was added
4. customThe flask was again purged with nitrogen three times
5. temperatureThe solution was cooled to room temperature
6. filtrationfiltered through a pad of celite
7. washwashing with additional toluene
8. customThe column was flushed with 2 column volumes of heptane
9. washeluted with 40/60—EtOAc/heptane