Ethanol → 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 tosylate

HRID 651277Notes

Reaction equation

HRID 651277 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].C1(C)C([S:36]([OH:39])(=[O:38])=[O:37])=CC=CC=1.C(O)C>O>[S:36]([C:6]1[CH:5]=[CH:4][C:3]([CH3:1])=[CH:12][CH:7]=1)([OH:39])(=[O:38])=[O:37].[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

5

Reactant 3

HCID 702EthanolHCID 69252-Methylbenzenesulfonic acidHCID 9802884Pradofloxacin

Product 1

HCID 867572668-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 tosylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

250 mg (0.63 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 dissolved in 2 ml of water, and one equivalent of toluenesulfonic acid is added. The solution is stirred at room temperature for 30 minutes and then poured onto 20 ml of ethanol. The resulting precipitate is filtered off with suction and then dried.

Workup

  1. filtrationThe resulting precipitate is filtered off with suction
  2. customdried

Sources & evidence

ORD record
ord-07f7d8ac2b4c45d098b3e1dab2a3dab7
Source dataset
uspto-grants-2001_08
Patent number
US06278013B1

Reaction notes

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