Ethanol → HCID 69507030、化合物

HRID 540878ノート

反応式

HRID 540878 の反応式
[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:26][O:27][CH2:28][CH3:29])[N:14]([CH2:15][C:16]([NH:19][C:20]([NH:22][CH:23]([CH3:25])[CH3:24])=[O:21])([CH3:18])[CH3:17])[C:10]=2[C:9]2[CH:8]=[CH:7][C:6]([O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][NH:37]C(=O)OC(C)(C)C)=[CH:5][C:4]=2[N:3]=1.C(O)C>Cl>[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:26][O:27][CH2:28][CH3:29])[N:14]([CH2:15][C:16]([NH:19][C:20]([NH:22][CH:23]([CH3:25])[CH3:24])=[O:21])([CH3:17])[CH3:18])[C:10]=2[C:9]2[CH:8]=[CH:7][C:6]([O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][NH2:37])=[CH:5][C:4]=2[N:3]=1

参加物

4

反応物 2

HCID 702EthanolHCID 68898786Tert-butyl 6-{[4-amino-2-(ethoxymethyl)-1-(2-{[(isopropylamino)carbonyl]amino}-2-methylpropyl)-1h-imidazo[4,5-c]quinolin-7-yl]oxy}hexylcarbamate

生成物 1

HCID 69507030HCID 69507030、化合物収率 84.8%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

A solution of tert-butyl 6-{[4-amino-2-(ethoxymethyl)-1-(2-{[(isopropylamino)carbonyl]amino}-2-methylpropyl)-1H-imidazo[4,5-c]quinolin-7-yl]oxy}hexylcarbamate (4.20 g, 6.84 mmol) in 3 M HCl in ethanol (50 mL, 150 mmol) was heated at reflux for five minutes, then was allowed to cool to room temperature and was concentrated under reduced pressure. The resulting orange solid was dissolved water and the solution was washed with dichloromethane (2×). The aqueous layer was treated with ammonium hydroxide until a basic pH was reached, then was extracted with dichloromethane (3×). The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated to yield 2.98 g of N-{2-[4-amino-7-[(6-aminohexyl)oxy]-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-1,1-dimethylethyl}-N′-isopropylurea as a dark orange solid.

後処理

  1. temperatureat reflux for five minutes
  2. concentrationwas concentrated under reduced pressure
  3. dissolutionThe resulting orange solid was dissolved water
  4. washthe solution was washed with dichloromethane (2×)
  5. additionThe aqueous layer was treated with ammonium hydroxide until a basic pH
  6. extractionwas extracted with dichloromethane (3×)
  7. washThe combined organic layers were washed with brine
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-de5ca9f8081544a095c16e3cfdbe4cba
出典データセット
uspto-grants-2014_10
特許番号
US08871782B2

反応ノート

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