反応 #167680

反応方程式

solution

tert-butyl 9,10-dichloro-6-oxo-1,2,4a,5,6,7-hexahydrobenzo[b]pyrazino[1,2-d][1,4]diazepine-3(4H)-carboxylate

borane

Methanol

→

tert-butyl 9,10-dichloro-1,2,4a,5,6,7-hexahydrobenzo[b]pyrazino[1,2-d][1,4]diazepine-3(4H)-carboxylate

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度the mixture was heated at 80° C. for 1 hour
2. 2
   その他to destroy excess borane
3. 3
   温度The reaction was then cooled to room temperature
4. 4
   workup.ADDITION1M HCl was added
5. 5
   workup.ADDITIONAqueous sodium bicarbonate was slowly added to the mixture until the solution
6. 6
   workup.ADDITIONEthyl acetate was then added
7. 7
   その他the water layer was separated
8. 8
   洗浄washed two times with additional ethyl acetate
9. 9
   その他The organic layers thus obtained
10. 10
    濃縮concentrated

実験手順

To a solution of Example 15B (168 mg, 0.435 mmol) in tetrahydrofuran (1.5 mL) was added borane in tetrahydrofuran (1.74 mL, 1M solution). The resulting mixture was heated to 80° C. overnight. Methanol was then added, and the mixture was heated at 80° C. for 1 hour to destroy excess borane. The reaction was then cooled to room temperature and 1M HCl was added. The mixture was allowed to stir for another 30 minutes. Aqueous sodium bicarbonate was slowly added to the mixture until the solution was basic (pH=8). Ethyl acetate was then added, and the water layer was separated and washed two times with additional ethyl acetate. The organic layers thus obtained were combined and concentrated.

出典