4-Chloro-2-fluoroaniline → 7-Benzyloxy-4-(4-chloro-2-fluoroanilino)-6-methoxyquinoline hydrochloride

HRID 393645ノート

反応式

HRID 393645 の反応式
Cl.[CH2:2]([O:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14]([Cl:20])=[CH:15][CH:16]=[N:17]2)=[CH:12][C:11]=1[O:21][CH3:22])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:23][C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[C:26]([F:31])[CH:25]=1>C1CCCCC1>[ClH:20].[CH2:2]([O:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14]([NH:28][C:27]3[CH:29]=[CH:30][C:24]([Cl:23])=[CH:25][C:26]=3[F:31])=[CH:15][CH:16]=[N:17]2)=[CH:12][C:11]=1[O:21][CH3:22])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 938984-Chloro-2-fluoroanilineHCID 226465617-Benzyloxy-4-chloro-6-methoxyquinoline hydrochloride

生成物 1

HCID 226465997-Benzyloxy-4-(4-chloro-2-fluoroanilino)-6-methoxyquinoline hydrochloride収率 21%

試薬・触媒・溶媒 1

HCID 8078Cyclohexane溶媒

実験手順

A mixture of 7-benzyloxy-4-chloro-6-methoxyquinoline hydrochloride (300 mg, 0.89 mmol), (prepared as described for the starting material in Example 3), and 4-chloro-2-fluoroaniline (160 mg, 1.1 mmol) was heated at reflux in cyclohexane (20 ml) for 24 hours. The solvent was removed by evaporation and the residue was triturated with ether. The solid crude product was collected by filtration and purified by column chromatography eluting with methylene chloride/methanol (100/0 increasing to 95/5) to give 7-benzyloxy-4-(4-chloro-2-fluoroanilino)-6-methoxyquinoline hydrochloride (83 mg, 21%).

後処理

  1. custom(prepared
  2. temperaturewas heated
  3. customThe solvent was removed by evaporation
  4. customthe residue was triturated with ether
  5. filtrationThe solid crude product was collected by filtration
  6. custompurified by column chromatography
  7. washeluting with methylene chloride/methanol (100/0 increasing to 95/5)

出典と根拠

ORDレコード
ord-bccfd38920fb4804ae64bc79f0f9d1f2
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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