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Sodium Hydroxide → 1-[7-benzyloxy-2-(hydroxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol

HRID 2383122
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HRID 2383122 반응식
Cl.C([O:5][CH2:6][C:7]([NH:9][C:10]1[CH:11]=[N:12][C:13]2[C:18]([C:19]=1[NH:20][CH2:21][C:22]([OH:25])([CH3:24])[CH3:23])=[CH:17][CH:16]=[C:15]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH:14]=2)=O)(=O)C.[OH-].[Na+]>CO.O>[CH2:27]([O:26][C:15]1[CH:16]=[CH:17][C:18]2[C:19]3[N:20]([CH2:21][C:22]([CH3:24])([OH:25])[CH3:23])[C:7]([CH2:6][OH:5])=[N:9][C:10]=3[CH:11]=[N:12][C:13]=2[CH:14]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 670510132-({7-Benzyloxy-4-[(2-hydroxy-2-methylpropyl)amino]quinolin-3-yl}amino)-2-oxoethyl acetate hydrochloride

생성물 1

HCID 670509421-[7-benzyloxy-2-(hydroxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol수율 97.8%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

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온도
55 °C

실험 절차

A mixture of 2-({7-benzyloxy-4-[(2-hydroxy-2-methylpropyl)amino]quinolin-3-yl}amino)-2-oxoethyl acetate hydrochloride (54.0 g, 0.114 mol) in methanol (270 mL) was heated to 55° C., at which point a solution was obtained. A solution of sodium hydroxide (9.2 g, 0.23 mol) in water (90 mL) was then added over a period of five minutes while heating the reaction mixture at reflux. Following the addition, the addition funnel was rinsed with water (10 mL), and the reaction mixture was heated at reflux for one hour. The reaction mixture was then cooled to ˜0° C., and the solid product was isolated by filtration, washed with methanol, deionized water, and a small volume of acetone, and dried under vacuum at 50° C. to provide 42.1 g of 1-[7-benzyloxy-2-(hydroxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol as an off-white solid.

후처리

  1. customwas obtained
  2. temperaturewhile heating the reaction mixture
  3. temperatureat reflux
  4. additionthe addition
  5. washthe addition funnel was rinsed with water (10 mL)
  6. temperaturethe reaction mixture was heated
  7. temperatureat reflux for one hour
  8. temperatureThe reaction mixture was then cooled to ˜0° C.
  9. customthe solid product was isolated by filtration
  10. washwashed with methanol
  11. dry with materiala small volume of acetone, and dried under vacuum at 50° C.

출처 및 근거

ORD 기록
ord-1fcdd802969b4735b3c25ad822d006d1
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08263594B2

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