HCID 19369787、化合物 → Ethanol, 2-[[2,3-dihydro-1-(4-methoxy-2-methylphenyl)-6-(trifluoromethoxy)-1H-pyrrolo[3,2-c]quinolin-4-yl]amino]-

HRID 849194ノート

反応式

HRID 849194 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[N:10]1[C:22]2[C:21]3[CH:20]=[CH:19][CH:18]=[C:17]([O:23][C:24]([F:27])([F:26])[F:25])[C:16]=3[NH:15][C:14](=O)[C:13]=2[CH2:12][CH2:11]1>P(Cl)(Cl)(Cl)=O>[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[N:10]1[C:22]2[C:21]3[CH:20]=[CH:19][CH:18]=[C:17]([O:23][C:24]([F:26])([F:25])[F:27])[C:16]=3[N:15]=[C:14]([NH:15][CH2:16][CH2:17][OH:23])[C:13]=2[CH2:12][CH2:11]1

参加物

3

反応物 1

HCID 19369787HCID 19369787、化合物

生成物 1

HCID 10113707Ethanol, 2-[[2,3-dihydro-1-(4-methoxy-2-methylphenyl)-6-(trifluoromethoxy)-1H-pyrrolo[3,2-c]quinolin-4-yl]amino]-収率 129.2%

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

実験手順

1-(2-Methyl-4-methoxyphenyl)-4-oxo-6-trifluoromethoxy-2,3,4,5-tetrahydropyrrolo[3,2-c]quinoline(4.0 g, 10 mmol) was dissolved in phosphoryl chloride(10 ml). The reaction mixture was refluxed for 2 hours, and cooled. After removing the excess phosphoryl chloride by simple distillation, the residue was poured into iced water, neutralized with aqueous solution of sodium hydroxide (1N), and stirred at room temperature for 30 minutes. It was extracted with dichloromethane(20 ml) for 3 times, and the organic layer was washed with water (15 ml) for 3 times, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography to obtain 2.8 g of desired compound as solid in 70% of yield.

後処理

  1. temperatureThe reaction mixture was refluxed for 2 hours
  2. temperaturecooled
  3. customAfter removing the excess phosphoryl chloride
  4. distillationby simple distillation
  5. additionthe residue was poured into iced water
  6. extractionIt was extracted with dichloromethane(20 ml) for 3 times
  7. washthe organic layer was washed with water (15 ml) for 3 times
  8. dry with materialdried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated under reduced pressure
  11. customThe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-809713f4e75b4b6794ac3d26d3ef99bb
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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