2-Methylpiperazine → HCID 21473369, compound

HRID 2293972Notes

Reaction equation

HRID 2293972 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 2-methylpiperazine, 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-1fb2d2224fd642e4a7fccae84a3a6a4f
Source dataset
uspto-grants-1997_11
Patent number
US05688791

Reaction notes

Loading…