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

HRID 9482

반응식

HRID 9482 반응식
[NH2:1][C:2]1[C:3](Cl)=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][C:14]([CH3:17])([OH:16])[CH3:15])=[CH:9][CH:8]=[CH:7][C:6]=2[Br:18].[CH2:20]([O:22][CH2:23][C:24](Cl)=O)[CH3:21].C(O)C.C(=O)([O-])[O-].[K+].[K+]>ClCCl.O>[Br:18][C:6]1[C:5]2[N:4]=[CH:3][C:2]3[N:1]=[C:21]([CH2:20][O:22][CH2:23][CH3:24])[N:12]([CH2:13][C:14]([CH3:17])([OH:16])[CH3:15])[C:11]=3[C:10]=2[CH:9]=[CH:8][CH:7]=1

참가 물질

7

반응물 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 84189Ethoxyacetyl chlorideHCID 219842891-(3-Amino-8-bromo-2-chloroquinolin-4-ylamino)-2-methylpropan-2-ol

생성물 1

HCID 219842351-(6-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol수율 80.8%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  1. additionwere added
  2. customThe solvent was removed
  3. additionthe residue was diluted with water
  4. extractionThe aqueous solution was extracted with chloroform
  5. dry with materialthe combined extracts were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e4bc21a062524818a009f89c7b32cc59
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091214B2

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