Triethylamine → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}-N'-(3-fluoro-2-methoxyphenyl)urea

HRID 1375803ノート

反応式

HRID 1375803 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[C:22]([CH3:23])=[CH:21][C:19]([NH2:20])=[C:18]([CH3:24])[CH:17]=1.ClC(Cl)(O[C:29](=O)[O:30][C:31](Cl)(Cl)Cl)Cl.[F:37][C:38]1C=CC=[C:40](OC)[C:39]=1N.[C:47](=[O:50])([O-])O.[Na+].C([N:54]([CH2:57][CH3:58])CC)C>C(Cl)(Cl)Cl.ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[C:22]([CH3:23])=[CH:21][C:19]([NH:20][C:47]([NH:54][C:57]2[CH:58]=[CH:40][CH:39]=[C:38]([F:37])[C:29]=2[O:30][CH3:31])=[O:50])=[C:18]([CH3:24])[CH:17]=1

参加物

8

反応物 5

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 4592532-Fluoro-6-methoxyanilineHCID 516892Sodium BicarbonateHCID 218904214-((6,7-Dimethoxyquinolin-4-yl)oxy)-2,5-dimethylaniline

生成物 1

HCID 69514247N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}-N'-(3-fluoro-2-methoxyphenyl)urea収率 83%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (100 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml.), and a solution of triphosgene (92 mg) in dichloromethane was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, 3-fluoro-o-anisidine (44 μl) was added to the reaction solution, and the mixture was stirred at room temperature overnight. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was dried over sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/acetone (2/1) to give 126 mg (yield 83%) of the title compound.

後処理

  1. stirringthe mixture was stirred at room temperature overnight
  2. extractionthe mixture was extracted with chloroform
  3. dry with materialThe chloroform layer was dried over sodium sulfate
  4. customThe solvent was removed by distillation under the reduced pressure
  5. customThe residue was purified by chromatography on silica gel by development with chloroform/acetone (2/1)

出典と根拠

ORDレコード
ord-ad7b0287c9774df591d15b2026f49366
出典データセット
uspto-grants-2007_01
特許番号
US07169789B2

反応ノート

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