Hydrochloric Acid → 1-Cyclopropyl-8-difluoromethoxy-6-fluoro-7-(3-methylpiperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride

HRID 2226511Notes

Reaction equation

HRID 2226511 reaction equation
[ClH:1].[CH:2]1([N:5]2[C:14]3[C:9](=[CH:10][C:11]([F:26])=[C:12]([N:19]4[CH2:24][CH2:23][NH:22][CH:21]([CH3:25])[CH2:20]4)[C:13]=3[O:15][CH:16]([F:18])[F:17])[C:8](=[O:27])[C:7]([C:28]([OH:30])=[O:29])=[CH:6]2)[CH2:4][CH2:3]1>CO>[ClH:1].[CH:2]1([N:5]2[C:14]3[C:9](=[CH:10][C:11]([F:26])=[C:12]([N:19]4[CH2:24][CH2:23][NH:22][CH:21]([CH3:25])[CH2:20]4)[C:13]=3[O:15][CH:16]([F:18])[F:17])[C:8](=[O:27])[C:7]([C:28]([OH:30])=[O:29])=[CH:6]2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 150237881-Cyclopropyl-8-difluoromethoxy-6-fluoro-7-(3-methylpiperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Product 1

HCID 701950141-Cyclopropyl-8-difluoromethoxy-6-fluoro-7-(3-methylpiperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochlorideYield 90.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

240 ml (0.0024 moles) of 1N aqueous hydrochloric acid were added to a suspension of 1.00 g (0.0024 moles) of 1-cyclopropyl-8-difluoromethoxy-6-fluoro-7-(3-methylpiperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (prepared as described in Example 1) in 50 ml of methanol to obtain a transparent solution. This was concentrated by evaporation under reduced pressure, and the residue was washed with ethanol, to give 0.97 g of the title compound (hydrochloride) as a colorless powder, melting at 277°-287° C. (with decomposition).

Workup

  1. customto obtain a transparent solution
  2. concentrationThis was concentrated by evaporation under reduced pressure
  3. washthe residue was washed with ethanol

Sources & evidence

ORD record
ord-4a391cb039154ec1b25b26d86fe69b77
Source dataset
uspto-grants-1994_09
Patent number
US05348961

Reaction notes

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