反応 #10624

反応方程式

Intermediate 71

4-(4-bromo-5-isoquinolyl)amino-1-(tert-butoxycarbonyl)piperidine

cesium fluoride

→

title compound

収率 23.9%

4-(4-fluoro-5-isoquinolyl)amino-1-(tert-butoxycarbonyl)piperidine

収率 23.9%

溶媒

dimethyl sulfoxide

反応条件

後処理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   ろ過filtered through Celite
3. 3
   workup.ADDITIONThe residue was added with water (20 ml)
4. 4
   抽出extracted with ethyl acetate (20 ml)
5. 5
   洗浄washed twice with saturated brine (10 ml for each time)
6. 6
   乾燥The organic layer was dried over anhydrous sodium sulfate
7. 7
   その他the solvent was evaporated under reduced pressure
8. 8
   その他The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1)

実験手順

A solution of Intermediate 71 (104 mg) in dimethyl sulfoxide (2 ml) was added with cesium fluoride (284 mg, Wako Pure Chemical Industries) and stirred at 150° C. for 8 hours. The reaction mixture was cooled to room temperature and then filtered through Celite. The residue was added with water (20 ml), extracted with ethyl acetate (20 ml) and washed twice with saturated brine (10 ml for each time). The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1) to obtain the title compound (21.1 mg).

出典