تفاعل #9578

معادلة التفاعل

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

المردود 80.8%

المذيبات

dichloromethane

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwere added
2. 2
   أخرىThe solvent was removed
3. 3
   workup.ADDITIONthe residue was diluted with water
4. 4
   استخلاصThe aqueous solution was extracted with chloroform
5. 5
   تجفيفthe combined extracts were dried over sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

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.

المصدر