Sodium Hydroxide → Magnesium [5-amino-1-cyclopropyl-8-difluoromethoxy-6-fluoro-7-(3-methylpiperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate]

HRID 1461052Notes

Reaction equation

HRID 1461052 reaction equation
[OH-].[Na+].[NH2:3][C:4]1[C:13]([F:14])=[C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH:17]([CH3:21])[CH2:16]2)[C:11]([O:22][CH:23]([F:25])[F:24])=[C:10]2[C:5]=1[C:6](=[O:32])[C:7]([C:29]([OH:31])=[O:30])=[CH:8][N:9]2[CH:26]1[CH2:28][CH2:27]1.[Cl-].[Mg+2:34].[Cl-]>>[NH2:3][C:4]1[C:13]([F:14])=[C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH:17]([CH3:21])[CH2:16]2)[C:11]([O:22][CH:23]([F:24])[F:25])=[C:10]2[C:5]=1[C:6](=[O:32])[C:7]([C:29]([O-:31])=[O:30])=[CH:8][N:9]2[CH:26]1[CH2:27][CH2:28]1.[Mg+2:34].[NH2:3][C:4]1[C:13]([F:14])=[C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH:17]([CH3:21])[CH2:16]2)[C:11]([O:22][CH:23]([F:24])[F:25])=[C:10]2[C:5]=1[C:6](=[O:32])[C:7]([C:29]([O-:31])=[O:30])=[CH:8][N:9]2[CH:26]1[CH2:27][CH2:28]1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 5360315Magnesium ChlorideHCID 150238035-Amino-1-cyclopropyl-8-difluoromethoxy-6-fluoro-7-(3-methylpiperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Product 1

HCID 21619245Magnesium [5-amino-1-cyclopropyl-8-difluoromethoxy-6-fluoro-7-(3-methylpiperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate]Yield 90.4%

Procedure

23.0 ml (0.0023 mole) of a 0.1N aqueous solution of sodium hydroxide were added to 1.00 g (0.00234 mole) of 5-amino-1-cyclopropyl-8-difluoromethoxy-6-fluoro-7-(3-methylpiperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (prepared as described in Example 30), and the resulting insoluble material was removed by filtration. 0.11 g (0.00115 mole) of anhydrous magnesium chloride was added to the filtrate, and the mixture was stirred at room temperature for 90 minutes. At the end of this time, the resulting precipitate was collected by filtration and washed with water, to give 0.91 g of magnesium [5-amino-1-cyclopropyl-8-difluoromethoxy-6-fluoro-7-(3-methylpiperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate] as a yellow powder, melting at 291°-293° C. (with decomposition).

Workup

  1. customthe resulting insoluble material was removed by filtration
  2. filtrationAt the end of this time, the resulting precipitate was collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-b91b976ad5d14dddb9ffc2ca0d075e3a
Source dataset
uspto-grants-1991_12
Patent number
US05073556

Reaction notes

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