Hydrogen Bromide → 8-(4-methyl-1-piperazinyl)-9-fluoro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid hydrobromide monohydrate

HRID 1649451Notes

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[C:19]3=[C:20]4[N:15]([CH:16]([CH3:21])[CH2:17][CH2:18]3)[CH:14]=[C:13]([C:22]([OH:24])=[O:23])[C:12](=[O:25])[C:11]4=[CH:10][C:9]=2[F:26])[CH2:4][CH2:3]1.[BrH:27]>>[OH2:23].[BrH:27].[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[C:19]3=[C:20]4[N:15]([CH:16]([CH3:21])[CH2:17][CH2:18]3)[CH:14]=[C:13]([C:22]([OH:24])=[O:23])[C:12](=[O:25])[C:11]4=[CH:10][C:9]=2[F:26])[CH2:4][CH2:3]1

Participants

Reactant 2

HCID 260Hydrogen Bromide

HCID 71235Vebufloxacin

Product 1

HCID 705279488-(4-methyl-1-piperazinyl)-9-fluoro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid hydrobromide monohydrate

Procedure

8-(4-Methyl-1-piperazinyl)-9-fluoro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid was added to 48% hydrobromic acid and the solvent was removed by distillation under reduced pressure. Recrystallization of the residue from isopropanol-water (2:1 by volume) gave 8-(4-methyl-1-piperazinyl)-9-fluoro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid hydrobromide monohydrate as white rhombic crystals having a melting point of 298° to 299° C. (decomposed).

Workup

customthe solvent was removed by distillation under reduced pressure
customRecrystallization of the residue from isopropanol-water (2:1 by volume)

Sources & evidence

ORD record: ord-2a21f9a4d1d143c389a9ad0c184505df
Source dataset: uspto-grants-1983_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04416884

Reaction notes

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