Ethanol → HCID 23708760, compound

HRID 1018538Notes

Reaction equation

HRID 1018538 reaction equation
C(O)C.[CH:4]1([N:7]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:21]4[CH:22]=[C:23]5[C:27](=[CH:28][CH:29]=4)[C@@H:26]([CH3:30])[NH:25][CH2:24]5)[C:15]=3[O:17][CH:18]([F:20])[F:19])[C:10](=[O:31])[C:9]([C:32]([OH:34])=[O:33])=[CH:8]2)[CH2:6][CH2:5]1.[OH-].[Na+:36]>O>[CH:4]1([N:7]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:21]4[CH:22]=[C:23]5[C:27](=[CH:28][CH:29]=4)[C@@H:26]([CH3:30])[NH:25][CH2:24]5)[C:15]=3[O:17][CH:18]([F:20])[F:19])[C:10](=[O:31])[C:9]([C:32]([O-:34])=[O:33])=[CH:8]2)[CH2:6][CH2:5]1.[Na+:36]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 124093Garenoxacin

Product 1

HCID 23708760HCID 23708760, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 9.4 ml of 25% water-containing ethanol is suspended 1.2 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 2.57 ml of 1 mole/liter aqueous sodium hydroxide solution is added thereto, after which the resulting mixture is exposed to ultrasonic wave for 1 hour to form a uniform solution. Subsequently, the reaction mixture is washed twice with chloroform, and concentrated, and the crystals deposited are collected by filtration to obtain 0.49 g of sodium (R)-1-cyclopropyl-8-difluoromethoxy-7-(1-methyl-2,3-dihydro-1H-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylate.

Workup

  1. additionis added
  2. customto form a uniform solution
  3. washSubsequently, the reaction mixture is washed twice with chloroform
  4. concentrationconcentrated
  5. filtrationthe crystals deposited are collected by filtration

Sources & evidence

ORD record
ord-0e890e2eb20f49789b4d5bb64ec36c58
Source dataset
uspto-grants-2002_11
Patent number
US06482835B2

Reaction notes

Loading…