Sodium hydride → HCID 5330112、化合物

HRID 1837364ノート

反応式

HRID 1837364 の反応式
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1F)[N:11]=[CH:10][C:9]([C:16]#[N:17])=[C:8]2[NH:18][C:19]1[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[C:21]([O:29][CH3:30])[CH:20]=1>COCCO>[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:27][CH2:22][CH2:23][O:25][CH3:26])[N:11]=[CH:10][C:9]([C:16]#[N:17])=[C:8]2[NH:18][C:19]1[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[C:21]([O:29][CH3:30])[CH:20]=1

参加物

4

反応物 2

HCID 24758Sodium hydride2 回HCID 23498072HCID 23498072、化合物

生成物 1

HCID 5330112HCID 5330112、化合物収率 152.8%

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒

実験手順

A mixture of sodium hydride (80 mg, 2.0 mmol) and 6-methoxy-7-fluoro-4-[(3,4,5-tri-methoxyphenyl)amino]-3-quinolinecarbonitrile (203 mg, 0.53 mmol) in 2-methoxyethanol (6 mL) is heated at reflux for 2 hours. Additional sodium hydride (80 mg, 2.0 mmol) is added and the reaction mixture is heated at reflux for 4 hours. The reaction mixture is cooled to room temperature and partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer is dried over magnesium sulfate, filtered and concentrated in vacuo. Trituration of the residue with ethyl acetate and diethyl ether provides 178 mg of 6-methoxy-7-[2-methoxyethoxy]-4-[(3,4,5-trimethoxyphenyl)amino]-3-quinolinecarbonitrile, mp 188-190° C.

後処理

  1. temperatureis heated
  2. temperatureat reflux for 2 hours
  3. temperaturethe reaction mixture is heated
  4. temperatureat reflux for 4 hours
  5. custompartitioned between ethyl acetate and saturated sodium bicarbonate
  6. dry with materialThe organic layer is dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-78775ac3156a4a4e997bf782708f33f2
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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