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

反応式

[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

参加物

反応物 2

HCID 6002882,6-Dihydroxy-4-methylquinoline

HCID 233304553-[4-(2-Propoxybenzyl)-piperazin-1-yl]-propyl chloride

生成物 1

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

実験手順

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.

出典と根拠

ORDレコード: ord-8679bafa36554799b98c40748006d5d9
出典データセット: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US04234585

反応ノート

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