Реакция #9578

Уравнение реакции

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

Выход 80.8%

Растворители

dichloromethane

water

Условия реакции

Обработка

1. 1
   workup.ADDITIONwere added
2. 2
   ДругоеThe solvent was removed
3. 3
   workup.ADDITIONthe residue was diluted with water
4. 4
   ЭкстракцияThe aqueous solution was extracted with chloroform
5. 5
   Сушкаthe combined extracts were dried over sodium sulfate
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated under reduced pressure

Методика

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.

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