Imidazole → 6-(2-Imidazol-1-yl-ethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline

HRID 229021ノート

反応式

HRID 229021 の反応式
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][CH:9]=[C:8]2[O:17][C:18]1[C:19]([CH3:28])=[N:20][C:21]2[C:26]([CH:27]=1)=[CH:25][CH:24]=[CH:23][CH:22]=2.C(=O)([O-])[O-].[K+].[K+].[NH:35]1[CH:39]=[CH:38][N:37]=[CH:36]1.[I-].[Na+]>CN(C)C=O>[N:35]1([CH2:2][CH2:3][O:4][C:5]2[CH:6]=[C:7]3[C:12](=[CH:13][C:14]=2[O:15][CH3:16])[N:11]=[CH:10][CH:9]=[C:8]3[O:17][C:18]2[C:19]([CH3:28])=[N:20][C:21]3[C:26]([CH:27]=2)=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:39]=[CH:38][N:37]=[CH:36]1

参加物

6

反応物 4

HCID 795ImidazoleHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 230784836-(2-Chloroethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline

生成物 1

HCID 230782606-(2-Imidazol-1-yl-ethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline収率 36%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

N,N-Dimethylformamide (3 ml) was added to 6-(2-chloro-ethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline (24 mg), potassium carbonate (25 mg), imidazole (12 mg), and sodium iodide (1.8 mg), and the mixture was stirred at 75° C. overnight. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. Water was added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (9.2 mg, yield 36%).

後処理

  1. temperatureThe reaction solution was cooled to room temperature
  2. customthe solvent was removed by distillation under the reduced pressure
  3. additionWater was added to the residue
  4. extractionthe mixture was extracted with chloroform
  5. washThe chloroform layer was washed with water
  6. dry with materialwas then dried over anhydrous sodium sulfate
  7. customThe solvent was removed by distillation under the reduced pressure
  8. customThe residue was purified by thin layer chromatography

出典と根拠

ORDレコード
ord-7d188a0d59084fa4beb92ac09c40c76c
出典データセット
uspto-grants-2009_07
特許番号
US07560558B2

反応ノート

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