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Sodium Iodide → 2-Fluoro-4-[(6-methoxy-7-(3-morpholinopropyl)-4-quinolyl)oxy]aniline

HRID 31152
ノート
印刷プレビュー

反応式

HRID 31152 の反応式
[F:1][C:2]1[CH:8]=[C:7]([O:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([CH2:22][CH2:23][CH2:24]Cl)=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:3]=1[NH2:4].[C:26](=[O:29])([O-])[O-].[K+].[K+].[I-].[Na+].FC1C=CC([CH2:41][C:42](O)=O)=CC=1.[CH3:45][N:46](C)C=O>C(Cl)(Cl)Cl.CO>[F:1][C:2]1[CH:8]=[C:7]([O:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([CH2:22][CH2:23][CH2:24][N:46]4[CH2:45][CH2:26][O:29][CH2:42][CH2:41]4)=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:3]=1[NH2:4]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 5238Sodium IodideHCID 6228DimethylformamideHCID 98372-(4-Fluorophenyl)acetic acidHCID 11430Potassium CarbonateHCID 671970732-Fluoro-4-[(7-(3-chloropropyl)-6-methoxy-4-quinolyl)oxy]aniline

生成物 1

HCID 671966402-Fluoro-4-[(6-methoxy-7-(3-morpholinopropyl)-4-quinolyl)oxy]aniline
収率 76%

試薬・触媒・溶媒 1

HCID 21584188Chloroform methanol溶媒

反応条件

温度
70 °C

実験手順

The aniline compound (0.7 g) prepared in step 1) was dissolved in dimethylformamide (40 ml) to prepare a solution. Potassium carbonate (1.4 g), sodium iodide (0.6 g) and moripholine (0.85 g) (starting compound B) were added to the solution, and the mixture was stirred at 70° C. for 20 hr. The reaction solution was extracted with ethyl acetate, followed by washing with saturated brine. The extract was dried over anhydrous sodium sulfate, and the solvent was removed by evaporation under the reduced pressure. The residue was purified by column chromatography on silica gel, and the title compound (0.64 g, yield 76%) was obtained from the fraction of chloroform:methanol (95:5).

後処理

  1. customto prepare a solution
  2. extractionThe reaction solution was extracted with ethyl acetate
  3. washby washing with saturated brine
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. customthe solvent was removed by evaporation under the reduced pressure
  6. customThe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-84cc826f0b834b4a8d693567a5418566
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07425564B2

反応ノート

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