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 430585Notes

Reaction equation

HRID 430585 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-5c18e41e2f3d4a48a20e5b3c51a322fb
Source dataset
uspto-grants-2001_11
Patent number
US06323213B1

Reaction notes

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