Dimethylformamide → 6-(2-Methoxyethylcarbonyl)-7-methoxy-4-(1-ethylcarbamoyl-indol-5-yloxy)quinoline

HRID 387975ノート

反応式

HRID 387975 の反応式
[H-].[Na+].[CH3:3][N:4]([CH3:7])[CH:5]=[O:6].COCCN[C:13]([C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][C:24]=1[O:25][CH3:26])[N:21]=[CH:20][CH:19]=[C:18]2[O:27][C:28]1[CH:29]=[C:30]2[C:34](=[CH:35][CH:36]=1)NC=C2)=[O:14].C1(OC(=O)[NH:45][CH2:46][CH3:47])C=CC=CC=1.[C:49]([O:52][CH2:53][CH3:54])(=O)C>O>[CH3:49][O:52][CH2:53][CH2:54][C:13]([C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][C:24]=1[O:25][CH3:26])[N:21]=[CH:20][CH:19]=[C:18]2[O:27][C:28]1[CH:36]=[C:35]2[C:7](=[CH:30][CH:29]=1)[N:4]([C:5](=[O:6])[NH:45][CH2:46][CH3:47])[CH:3]=[CH:34]2)=[O:14]

参加物

7

反応物 5

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 2802346phenyl N-ethylcarbamateHCID 229365306-(2-Methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy) quinoline

生成物 1

HCID 229370126-(2-Methoxyethylcarbonyl)-7-methoxy-4-(1-ethylcarbamoyl-indol-5-yloxy)quinoline

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

After adding 60% sodium hydride (10 mg) to dimethylformamide (1 ml), the mixture was stirred at room temperature, 6-(2-methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy)quinoline (10 mg) was added, and the mixture was stirred for another 15 minutes. Ethylcarbamic acid phenyl ester (43 mg) was then added and the mixture was stirred for 1 hour. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated saline in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was used for recrystallization to obtain the title compound (27 mg).

後処理

  1. stirringthe mixture was stirred for another 15 minutes
  2. stirringthe mixture was stirred for 1 hour
  3. washthe organic layer was washed with water and saturated saline in that order
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customEthyl acetate was used for recrystallization

出典と根拠

ORDレコード
ord-36d7c54bbe7a4af780e9f1490c7e221e
出典データセット
uspto-grants-2013_02
特許番号
US08372981B2

反応ノート

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