2-Methoxyethanol → 3-Quinolinecarbonitrile, 4-hydroxy-6-methoxy-7-(2-methoxyethoxy)-

HRID 1837331ノート

反応式

HRID 1837331 の反応式
[Na].[CH3:2][O:3][CH2:4][CH2:5][OH:6].F[C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:20])[C:13]([C:18]#[N:19])=[CH:14][NH:15]2)=[CH:10][C:9]=1[O:21][CH3:22]>C(O)(=O)C>[CH3:22][O:21][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:8]=1[O:6][CH2:5][CH2:4][O:3][CH3:2])[NH:15][CH:14]=[C:13]([C:18]#[N:19])[C:12]2=[O:20]

参加物

5

反応物 3

HCID 80192-MethoxyethanolHCID 5360545SodiumHCID 121507027-FLUORO-6-METHOXY-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBONITRILE

生成物 1

HCID 99705583-Quinolinecarbonitrile, 4-hydroxy-6-methoxy-7-(2-methoxyethoxy)-

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Sodium (84 mg, 3.67 mmol) is added to 3.6 mL of 2-methoxyethanol and the mixture is heated at reflux for 90 minutes. 7-Fluoro-6-methoxy-4-oxo-1,4,-dihydro-3-quinolinecarbonitrile (200 mg, 0.92 mmol) is added and the reaction mixture is heated at reflux for 4 hours then stirred at room temperature overnight. The reaction mixture is poured into ice water and acidified with acetic acid. The solids are collected by filtration, washing with ethyl acetate and hexane, to provide 234 mg of 6-methoxy-7-(2-methoxyethoxy)-4-oxo-1,4,-dihydro-3-quinolinecarbonitrile, mp>300° C.

後処理

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 90 minutes
  3. temperaturethe reaction mixture is heated
  4. temperatureat reflux for 4 hours
  5. filtrationThe solids are collected by filtration
  6. washwashing with ethyl acetate and hexane

出典と根拠

ORDレコード
ord-290ec1f075fa4aebb23c1a80664cbfa8
出典データセット
uspto-grants-2004_08
特許番号
US06780996B2

反応ノート

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