1-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → 1-Ethyl-6-fluoro-7-[3-[(hexyloxy)methyl]-1-piperazinyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
Reaction equation
[CH2:1]([O:7][CH2:8][CH:9]1[CH2:14][NH:13][CH2:12][CH2:11][NH:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH2:15]([N:17]1[C:26]2[C:21](=[CH:22][C:23]([F:28])=[C:24](F)[CH:25]=2)[C:20](=[O:29])[C:19]([C:30]([OH:32])=[O:31])=[CH:18]1)[CH3:16]>N1C=CC=CC=1>[CH2:15]([N:17]1[C:26]2[C:21](=[CH:22][C:23]([F:28])=[C:24]([N:13]3[CH2:12][CH2:11][NH:10][CH:9]([CH2:8][O:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH2:14]3)[CH:25]=2)[C:20](=[O:29])[C:19]([C:30]([OH:32])=[O:31])=[CH:18]1)[CH3:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A 3 g portion of 2-[(hexyloxy)methyl]piperazine was added to 20 ml of pyridine in a pressure bottle, under argon. A 1.26 g portion of 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid was added, the bottle sealed and the mixture heated at 80°-90° C. for 4 hours, then evaporated. The residue was evaporated twice from toluene, the residue triturated with ether and the solid collected, giving 2.03 g of the desired product, mp 121°-124° C.