2,6-Dihydroxy-4-methylquinoline → 4-Methyl-6-{3-[4-(2-propoxybenzyl)-piperazin-1-yl]-propoxy}-2-oxo-1,2-dihydroquinoline

HRID 224773Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 224773
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([OH:12])[CH:10]=2)[NH:5][C:4](=[O:13])[CH:3]=1.[CH2:14]([O:17][C:18]1[CH:34]=[CH:33][CH:32]=[CH:31][C:19]=1[CH2:20][N:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][CH2:29]Cl)[CH2:23][CH2:22]1)[CH2:15][CH3:16]>>[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:29][CH2:28][CH2:27][N:24]3[CH2:25][CH2:26][N:21]([CH2:20][C:19]4[CH:31]=[CH:32][CH:33]=[CH:34][C:18]=4[O:17][CH2:14][CH2:15][CH3:16])[CH2:22][CH2:23]3)[CH:10]=2)[NH:5][C:4](=[O:13])[CH:3]=1

Komponenten

3

Edukt 2

HCID 6002882,6-Dihydroxy-4-methylquinolineHCID 233304553-[4-(2-Propoxybenzyl)-piperazin-1-yl]-propyl chloride

Produkt 1

HCID 233304464-Methyl-6-{3-[4-(2-propoxybenzyl)-piperazin-1-yl]-propoxy}-2-oxo-1,2-dihydroquinolineAusbeute 53 %

Versuchsvorschrift

In a manner analogous to that described in Example 9, 4-methyl-6-hydroxy-2-oxo-1,2-dihydroquinoline is reacted with 3-[4-(2-propoxybenzyl)-piperazin-1-yl]-propyl chloride. There is obtained 4-methyl-6-{3-[4-(2-propoxybenzyl)-piperazin-1-yl]-propoxy}-2-oxo-1,2-dihydroquinoline in a yield of 53% of theory in the form of an oily base. The corresponding hydrochloride is obtained from an acetone solution of the base, by the addition of ethereal hydrochloric acid, in amorphous fomrm with a melting point of about 140°-145° C.

Quellen und Nachweise

ORD-Eintrag
ord-8679bafa36554799b98c40748006d5d9
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04234585

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