Acetic Acid → 4-(1H-Indol-4-ylamino)-6,7-dimethoxy-3-quinolinecarboxamide

HRID 1822847

반응식

HRID 1822847 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]([NH2:18])=[O:17].[NH2:19][C:20]1[CH:28]=[CH:27][CH:26]=[C:25]2[C:21]=1[CH:22]=[CH:23][NH:24]2.C(O)(=O)C.[OH-].[Na+]>CN(C=O)C.O>[NH:24]1[C:25]2[C:21](=[C:20]([NH:19][C:2]3[C:11]4[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=4)[N:5]=[CH:4][C:3]=3[C:16]([NH2:18])=[O:17])[CH:28]=[CH:27][CH:26]=2)[CH:22]=[CH:23]1

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 5834314-AminoindoleHCID 221702044-Chloro-6,7-dimethoxyquinoline-3-carboxamide

생성물 1

HCID 221702374-(1H-Indol-4-ylamino)-6,7-dimethoxy-3-quinolinecarboxamide수율 43%

시약·촉매·용매 2

HCID 962Water용매2회HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

A mixture of 4-chloro-6,7-dimethoxy-3-quinolinecarboxamide (0.90 g, 0.34 mmol), 4-aminoindol (0.039 g, 0.23 mmol), sodium acetic (0.020 g, 0.23 mmol) and acetic acid (40 μl) in DMF (0.8 ml) was heated at 100° C. for 4.5 h. After cooling the reaction mixture was diluted with water (20 ml) and made alkaline with 1 M NaOH. The precipitate was isolated by centrifugation, re-suspended in water and centrifuged again. The procedure was repeated twice and the solid material dried to give the title compound (27 mg, 43%).

후처리

  1. temperatureAfter cooling the reaction mixture
  2. customThe precipitate was isolated by centrifugation
  3. customthe solid material dried

출처 및 근거

ORD 기록
ord-7eddd2fe2d6f4344b6105b1908a3a3c0
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037925B2

연결된 노트

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