Sodium Hydroxide → 6-Carboxy-4-(4-chloro-2-fluoroanilino)-7-methoxyquinoline

HRID 393667ノート

反応式

HRID 393667 の反応式
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([NH:6][C:7]2[C:16]3[C:11](=[CH:12][C:13]([O:21][CH3:22])=[C:14]([C:17]([O:19]C)=[O:18])[CH:15]=3)[N:10]=[CH:9][CH:8]=2)=[C:4]([F:25])[CH:3]=1.[OH-].[Na+]>CO.O>[C:17]([C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][C:13]=1[O:21][CH3:22])[N:10]=[CH:9][CH:8]=[C:7]2[NH:6][C:5]1[CH:23]=[CH:24][C:2]([Cl:1])=[CH:3][C:4]=1[F:25])([OH:19])=[O:18]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 226465704-(4-Chloro-2-fluoroanilino)-7-methoxy-6-methoxycarbonylquinoline

生成物 1

HCID 226466206-Carboxy-4-(4-chloro-2-fluoroanilino)-7-methoxyquinoline収率 91.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

A mixture of 4-(4-chloro-2-fluoroanilino)-7-methoxy-6-methoxycarbonylquinoline (1.79 g, 4.9 mmol), (prepared as described in Example 55), and sodium hydroxide (0.6 g, 15 mmol) in methanol (75 ml) and water (5 ml) was heated at 70° C. for 4 hours. The mixture was allowed to cool and the volatiles were removed by evaporation. The solid residue was suspended in water and acetic acid was added to adjust the aqueous suspension to pH5. The mixture was stirred for 15 minutes and the solid product was collected by filtration, washed with water and then acetone and finally ether, and dried to give 6-carboxy-4-(4-chloro-2-fluoroanilino)-7-methoxyquinoline (1.55 g, 90%).

後処理

  1. temperatureto cool
  2. customthe volatiles were removed by evaporation
  3. additionacetic acid was added
  4. filtrationthe solid product was collected by filtration
  5. washwashed with water
  6. dry with materialacetone and finally ether, and dried

出典と根拠

ORDレコード
ord-fb7c19e83af14bb8900343397ae3b7dc
出典データセット
uspto-grants-2004_10
特許番号
US06809097B1

反応ノート

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