Piperazine → 3-Quinolinecarboxylic acid, 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-

HRID 568821Notes

Reaction equation

HRID 568821 reaction equation
Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:23])[C:7]([C:20]([OH:22])=[O:21])=[CH:8][N:9]2[C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=2[F:19])=[CH:4][C:3]=1[F:24].[NH:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>>[F:19][C:13]1[CH:14]=[C:15]([F:18])[CH:16]=[CH:17][C:12]=1[N:9]1[C:10]2[C:5](=[CH:4][C:3]([F:24])=[C:2]([N:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)[CH:11]=2)[C:6](=[O:23])[C:7]([C:20]([OH:22])=[O:21])=[CH:8]1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 11484989N-(2,4-difluorophenyl)-6-fluoro-7-chloro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid

Product 1

HCID 4648733-Quinolinecarboxylic acid, 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-

Procedure

In the described fashion as Example 1(e), the above acid (7) (R6 =H, R=2,4-difluorophenyl), after reacting with piperazine, can give the described 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-7-(piperazinyl)quinoline-3-carboxylic acid (9) ##STR19## R=2,4-difluorophenyl) and its hydrochloride salt.

Sources & evidence

ORD record
ord-398dd4c4760b4e0882a581fa22d9ccc7
Source dataset
uspto-grants-1988_03
Patent number
US04730000

Reaction notes

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