反応 #974530

反応方程式

5-cyano-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-yl diethyl phosphate

(R)-tert-butyl 4-(1-aminoethyl)piperidine-1-carboxylate

diisopropylethylamine

→

title compound

収率 84.0%

tert-butyl 4-((1R)-1-(5-cyano-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamino)ethyl)piperidine-1-carboxylate

収率 84.0%

溶媒

THF

ethyl acetate

反応条件

後処理

1. 1
   洗浄washed with aqueous NaHCO3
2. 2
   乾燥The organic layer was dried over magnesium sulfate
3. 3
   濃縮concentrated under reduced pressure
4. 4
   その他The residue was purified on silica gel by flash column chromatography

実験手順

5-cyano-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-yl diethyl phosphate (200 mg, 0.3359 mmol) was treated with a solution of (R)-tert-butyl 4-(1-aminoethyl)piperidine-1-carboxylate (76.70 mg, 0.3359 mmol) in THF (2 mL), and diisopropylethylamine (70.22 μL, 0.4031 mmol). The reaction mixture was stirred at room temperature for 24 hours. The crude mixture was diluted with ethyl acetate and washed with aqueous NaHCO3. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified on silica gel by flash column chromatography to afford the title compound as a colourless glass (188 mg, 84% yield).

出典