2-Methylpiperazine → HCID 21473369, compound

HRID 440233Notes

Reaction equation

HRID 440233 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:18])=[C:10](F)[C:11]=2[O:13][CH:14]([F:16])[F:15])[C:6](=[O:19])[C:5]([C:20]([OH:22])=[O:21])=[CH:4]1)[CH3:2].[CH3:23][CH:24]1[CH2:29][NH:28][CH2:27][CH2:26][NH:25]1>N1C=CC=CC=1>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:18])=[C:10]([N:28]3[CH2:27][CH2:26][NH:25][CH:24]([CH3:23])[CH2:29]3)[C:11]=2[O:13][CH:14]([F:16])[F:15])[C:6](=[O:19])[C:5]([C:20]([OH:22])=[O:21])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 660572-MethylpiperazineHCID 21473367HCID 21473367, compound

Product 1

HCID 21473369HCID 21473369, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In 60 ml of pyridine were dissolved 3.19 g (0.01 mole) of 1-ethyl-6,7-difluoro-8-difluoromethoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid and 3.0 g (0.03 mole) of 2methylpiperazine, and the mixture was stirred at 105° to 110° C. for 2 hours. Then, the solvent was removed under reduced pressure. Water was added to the residue, and crystals precipitated were collected by filtration, washed with water and ethanol, and dried to obtain 3.23 g of 1-ethyl-6-fluoro-8-difluoromethoxy-7-(3-methylpiperazin-1-Yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid as pale yellow powder.

Workup

  1. customThen, the solvent was removed under reduced pressure
  2. additionWater was added to the residue, and crystals
  3. customprecipitated
  4. filtrationwere collected by filtration
  5. washwashed with water and ethanol
  6. customdried

Sources & evidence

ORD record
ord-b813064c0e174abbb19754603719c831
Source dataset
uspto-grants-1996_05
Patent number
US05519016

Reaction notes

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