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

HRID 224771Notes

Reaction equation

HRID 224771 reaction equation
[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.[C:14]([C:18]1[CH:34]=[CH:33][C:21]([CH2:22][N:23]2[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][CH2:31]Cl)[CH2:25][CH2:24]2)=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15]>>[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:31][CH2:30][CH2:29][N:26]3[CH2:25][CH2:24][N:23]([CH2:22][C:21]4[CH:20]=[CH:19][C:18]([C:14]([CH3:15])([CH3:17])[CH3:16])=[CH:34][CH:33]=4)[CH2:28][CH2:27]3)[CH:10]=2)[NH:5][C:4](=[O:13])[CH:3]=1

Participants

3

Reactant 2

HCID 6002882,6-Dihydroxy-4-methylquinolineHCID 233304593-[4-(4-Tert.-butylbenzyl)-piperazin-1-yl]-propyl chloride

Product 1

HCID 233304364-Methyl-6-{3-[4-(4-tert.-butylbenzyl)-piperazin-1-yl]-propoxy}-2-oxo-1,2-dihydroquinoline

Procedure

In a manner analogous to that described in Example 5, by the reaction of 4-methyl-6-hydroxy-2-oxo-1,2-dihydroquinoline with 3-[4-(4-tert.-butylbenzyl)-piperazin-1-yl]-propyl chloride, there is obtained 4-methyl-6-{3-[4-(4-tert.-butylbenzyl)-piperazin-1-yl]-propoxy}-2-oxo-1,2-dihydroquinoline which, after recrystallization from ethyl acetate, melts at 171°-172° C.

Sources & evidence

ORD record
ord-78419ef3a4444d4bb3e97808cbbfd315
Source dataset
uspto-grants-1980_11
Patent number
US04234585

Reaction notes

Loading…