反応 #10627

反応方程式

Intermediate 71

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

tetramethyltin

2,6-di-tert-butyl-4-methylphenol

→

title compound

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

溶媒

toluene

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
   濃縮concentrated under reduced pressure
4. 4
   workup.ADDITIONThe residue was added with saturated brine (30 ml)
5. 5
   抽出extracted three times with ethyl acetate (30 ml for each time)
6. 6
   乾燥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 (hexane:ethyl acetate=2:1)

実験手順

A solution of Intermediate 71 (313 mg) in toluene (6 ml) was added with tetrakis(triphenylphosphine)palladium(0) (17.9 mg, Aldrich), tetramethyltin (165 μl, Kanto Chemicals) and 2,6-di-tert-butyl-4-methylphenol (several pellets, Tokyo Kasei Kogyo) and stirred in a sealed tube at 150° C. for 48 hours. The reaction mixture was cooled to room temperature, filtered through Celite and concentrated under reduced pressure. The residue was added with saturated brine (30 ml) and extracted three times with ethyl acetate (30 ml for each time). The organic layers were combined and dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain the title compound (61.7 mg).

出典