Trifluoroacetic acid → 8-Cyano-1-cyclopropyl-7-((1S,6S)-2,8-diazabicyclo[4.3.0]nonan-8-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid trifluoroacetate

HRID 651278Notes

Reaction equation

HRID 651278 reaction equation
[C:1]([C:3]1[C:4]([N:21]2[CH2:29][C@@H:28]3[C@@H:23]([CH2:24][CH2:25][CH2:26][NH:27]3)[CH2:22]2)=[C:5]([F:20])[CH:6]=[C:7]2[C:12]=1[N:11]([CH:13]1[CH2:15][CH2:14]1)[CH:10]=[C:9]([C:16]([OH:18])=[O:17])[C:8]2=[O:19])#[N:2].[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33]>C(O)C>[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33].[C:1]([C:3]1[C:4]([N:21]2[CH2:29][C@@H:28]3[C@@H:23]([CH2:24][CH2:25][CH2:26][NH:27]3)[CH2:22]2)=[C:5]([F:20])[CH:6]=[C:7]2[C:12]=1[N:11]([CH:13]1[CH2:14][CH2:15]1)[CH:10]=[C:9]([C:16]([OH:18])=[O:17])[C:8]2=[O:19])#[N:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 9802884Pradofloxacin

Product 1

HCID 702400318-Cyano-1-cyclopropyl-7-((1S,6S)-2,8-diazabicyclo[4.3.0]nonan-8-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid trifluoroacetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

200 mg (0.50 mmol) of 8-cyano-1-cyclopropyl-7-((1S,6S)-2,8-diazabicyclo[4.3.0]-nonan-8-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are suspended in 3 ml of ethanol, and one equivalent of trifluoroacetic acid is added. The solution formed is heated under reflux for 30 minutes and then cooled. The resulting precipitate is filtered off with suction and washed with ether.

Workup

  1. customThe solution formed
  2. temperatureis heated
  3. temperatureunder reflux for 30 minutes
  4. temperaturecooled
  5. filtrationThe resulting precipitate is filtered off with suction
  6. washwashed with ether

Sources & evidence

ORD record
ord-1cb01a3a1860424fa64d0ee4fa11e237
Source dataset
uspto-grants-2001_08
Patent number
US06278013B1

Reaction notes

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