1-(2-Methyl-4-benzyloxyphenyl)-4-chloro-6-beta,beta,beta-trifluoroethoxy-2,3-dihydropyrrolo[3,2-c]quinoline → 1-(2-Methyl-4-benzyloxyphenyl)-4-[(2-hydroxyethyl)amino]-6-beta,beta,beta-trifluoroethoxy-2,3-dihydropyrrolo[3,2-c]quinoline

HRID 849218ノート

反応式

HRID 849218 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:4][C:3]=1[N:16]1[C:28]2[C:27]3[CH:26]=[CH:25][CH:24]=[C:23]([O:29][CH2:30][C:31]([F:34])([F:33])[F:32])[C:22]=3[N:21]=[C:20](Cl)[C:19]=2[CH2:18][CH2:17]1>C(CN)O.O>[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:4][C:3]=1[N:16]1[C:28]2[C:27]3[CH:26]=[CH:25][CH:24]=[C:23]([O:29][CH2:30][C:31]([F:34])([F:33])[F:32])[C:22]=3[N:21]=[C:20]([NH:21][CH2:22][CH2:23][OH:29])[C:19]=2[CH2:18][CH2:17]1

参加物

4

反応物 1

HCID 193697781-(2-Methyl-4-benzyloxyphenyl)-4-chloro-6-beta,beta,beta-trifluoroethoxy-2,3-dihydropyrrolo[3,2-c]quinoline

生成物 1

HCID 193698341-(2-Methyl-4-benzyloxyphenyl)-4-[(2-hydroxyethyl)amino]-6-beta,beta,beta-trifluoroethoxy-2,3-dihydropyrrolo[3,2-c]quinoline収率 165.5%

試薬・触媒・溶媒 2

HCID 700Ethanolamine溶媒HCID 962Water溶媒

反応条件

温度
180 °C

実験手順

1-(2-Methyl-4-benzyloxyphenyl)-4-chloro-6-β,β,β-trifluoroethoxy-2,3-dihydropyrrolo[3,2-c]quinoline(749 mg, 1.5 mmol) was dissolved in ethanolamine(10 ml), and the resultant was refluxed at 180° C. for 15 hours. The reaction mixture was dissolved in water, extracted with dichloromethane, and the organic layer was washed with water for 3 times. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography(ethyl acetate) to obtain 650 mg of desired compound as solid in 83% of yield.

後処理

  1. extractionextracted with dichloromethane
  2. washthe organic layer was washed with water for 3 times
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography(ethyl acetate)

出典と根拠

ORDレコード
ord-9f7dff1083ca47f8b34eadc3f4b1ce40
出典データセット
uspto-grants-2000_01
特許番号
US06011044

反応ノート

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