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

HRID 9381

反応式

HRID 9381 の反応式
[OH-].[Na+].[Br:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([NH:21][CH2:22][C:23]([OH:26])([CH3:25])[CH3:24])=[C:9]([NH:14][C:15](=O)[CH2:16][O:17][CH2:18][CH3:19])[CH:10]=[N:11]2)=[CH:6][CH:5]=1>O.C(O)C>[Br:3][C:4]1[CH:5]=[CH:6][C:7]2[C:8]3[N:21]([CH2:22][C:23]([CH3:25])([OH:26])[CH3:24])[C:15]([CH2:16][O:17][CH2:18][CH3:19])=[N:14][C:9]=3[CH:10]=[N:11][C:12]=2[CH:13]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 21984424N-[7-bromo-4-(2-hydroxy-2-methylpropylamino)quinolin-3-yl]-2-ethoxyacetamide

生成物 1

HCID 219840281-(7-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol収率 49.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A solution of sodium hydroxide (25 g, 0.625 mol) in water (205 mL) was added to a solution of N-[7-bromo-4-(2-hydroxy-2-methylpropylamino)quinolin-3-yl]-2-ethoxyacetamide (170.88 g, 0.431 mol) in ethanol (700 mL), and the reaction was heated at reflux under a nitrogen atmosphere for two hours. Upon cooling the reaction, a precipitate formed and was isolated by filtration. The solid was purified by flash column chromatography on silica gel (eluting sequentially with chloroform, 99:1 chloroform:methanol, and 97:3 chloroform:methanol) to provide 80.31 g of 1-(7-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol as a tan solid.

後処理

  1. temperaturethe reaction was heated
  2. temperatureat reflux under a nitrogen atmosphere for two hours
  3. temperatureUpon cooling
  4. customthe reaction
  5. customa precipitate formed
  6. customwas isolated by filtration
  7. customThe solid was purified by flash column chromatography on silica gel (
  8. washeluting sequentially with chloroform, 99:1 chloroform

出典と根拠

ORDレコード
ord-2ad48777879c49898552a1d3c495787b
出典データセット
uspto-grants-2006_08
特許番号
US07091214B2

関連ノート

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