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

HRID 393667노트

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HRID 393667 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-fb7c19e83af14bb8900343397ae3b7dc
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809097B1

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