反応 #9578

反応方程式

1-(3-amino-8-bromo-2-chloroquinolin-4-ylamino)-2-methylpropan-2-ol

ethoxyacetyl chloride

ethanol

potassium carbonate

→

1-(6-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol

収率 80.8%

溶媒

dichloromethane

water

反応条件

後処理

1. 1
   workup.ADDITIONwere added
2. 2
   その他The solvent was removed
3. 3
   workup.ADDITIONthe residue was diluted with water
4. 4
   抽出The aqueous solution was extracted with chloroform
5. 5
   乾燥the combined extracts were dried over sodium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under reduced pressure

実験手順

A solution of 1-(3-amino-8-bromo-2-chloroquinolin-4-ylamino)-2-methylpropan-2-ol (4.65 g, 14.4 mmol) and ethoxyacetyl chloride (1.9 mL, 15.8 mmol) in dichloromethane (72 mL) was stirred for one hour at ambient temperature. The solvent was removed under reduced pressure, and ethanol (43 mL), water (29 mL), and potassium carbonate (3.98 g, 28.8 mmol) were added. The reaction was stirred at 40° C. for 36 hours. The solvent was removed under reduce pressure, and the residue was diluted with water. The aqueous solution was extracted with chloroform, and the combined extracts were dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 4.4 g of 1-(6-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol as an orange solid.

出典