2-Methylterephthalic acid → N-{4-[(6,7-Dimethoxy-4-quinolinyl)oxy]phenyl}-(4-methoxycarbonylphenyl)carboxamide

HRID 1857150

Reaktionsgleichung

Reaktionsgleichung von HRID 1857150
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1.C[C:24]1[CH:32]=[C:31]([C:33]([OH:35])=[O:34])[CH:30]=[CH:29][C:25]=1[C:26]([OH:28])=O.Cl.[CH2:37](N=C=NCCCN(C)C)C>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:17]=[CH:18][C:19]([NH:22][C:26]([C:25]2[CH:24]=[CH:32][C:31]([C:33]([O:35][CH3:37])=[O:34])=[CH:30][CH:29]=2)=[O:28])=[CH:20][CH:21]=1

Komponenten

5

Edukt 3

HCID 2280862-Methylterephthalic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline

Produkt 1

HCID 22132633N-{4-[(6,7-Dimethoxy-4-quinolinyl)oxy]phenyl}-(4-methoxycarbonylphenyl)carboxamideAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (100 mg) and commercially available monomethylterephthalic acid (130 mg) were dissolved in N,N-dimethylformamide (4 ml), 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride (227 mg) was added, and the admixture was stirred at room temperature for 18 hours. The reaction mixture was then purified in the same manner as described in Example 51 to obtain 99 mg of the title compound (yield: 64%).

Aufarbeitung

  1. customThe reaction mixture was then purified in the same manner

Quellen und Nachweise

ORD-Eintrag
ord-0087767f0f144aa888556ad8510f7e9c
Quelldatensatz
uspto-grants-2000_11
Patentnummer
US06143764

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