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

HRID 393645노트

반응식

HRID 393645 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8078Cyclohexane용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-bccfd38920fb4804ae64bc79f0f9d1f2
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809097B1

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