Garenoxacin → HCID 68434103, compound

HRID 1250365Notes

Reaction equation

HRID 1250365 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([C:18]4[CH:19]=[C:20]5[C:24](=[CH:25][CH:26]=4)[C@@H:23]([CH3:27])[NH:22][CH2:21]5)[C:12]=3[O:14][CH:15]([F:17])[F:16])[C:7](=[O:28])[C:6]([C:29]([OH:31])=[O:30])=[CH:5]2)[CH2:3][CH2:2]1>C(O)(=O)C>[C:29]([OH:31])(=[O:30])[CH3:6].[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([C:18]4[CH:19]=[C:20]5[C:24](=[CH:25][CH:26]=4)[C@@H:23]([CH3:27])[NH:22][CH2:21]5)[C:12]=3[O:14][CH:15]([F:17])[F:16])[C:7](=[O:28])[C:6]([C:29]([OH:31])=[O:30])=[CH:5]2)[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 124093Garenoxacin

Product 1

HCID 68434103HCID 68434103, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

In 0.75 ml of acetic acid is suspended 0.5 g of (R)-1-cyclopropyl-8-difluoromethoxy-7-(1-methyl-2, 3-dihydro-1H-5-isoindolyl)-4-oxo-1, 4-dihydro-3-quinolinecarboxylic acid and the suspension is warmed to 80° C. to form a uniform solution. Subsequently, the solution is filtered at the same temperature and then 2.5 ml of ethanol is added to the filtrate, after which the crystals deposited are collected by filtration to obtain 0.24 g of (R)-1-cyclopropyl-8-difluoromethoxy-7-(1-methyl-2,3-dihydro-1H-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid acetate.

Workup

  1. customto form a uniform solution
  2. filtrationSubsequently, the solution is filtered at the same temperature
  3. addition2.5 ml of ethanol is added to the filtrate
  4. filtrationafter which the crystals deposited are collected by filtration

Sources & evidence

ORD record
ord-f497b211f1d84f54b93e3a7d7758f024
Source dataset
uspto-grants-2002_01
Patent number
US06337399B1

Reaction notes

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