Reaktion #1160940

ord-d60d70b378ba496e83784ec28ad6dcc9

Reaktionsgleichung

Cc1c(F)c(Br)cc2c1c(=O)c(C(=O)O)cn2C1CC1
1-cyclopropyl-6-fluoro-7-bromo-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
CC1CNCCN1
3-methylpiperazine
Cc1c(F)c(N2CCNC(C)C2)cc2c1c(=O)c(C(=O)O)cn2C1CC1
1-cyclopropyl-6-fluoro-7-(3-methyl-1-piperazinyl)-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
Ausbeute 50.6%

Reaktionsbedingungen

Temperatur
90°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.DISTILLATIONAfter the solvent is distilled off under reduced pressure, ethanol
  2. 2
    workup.ADDITIONis added to the residue
  3. 3
    Sonstigethe crystals are separated by filtration
  4. 4
    Sonstigeare recrystallized from ethyl acetate-ethanol

Vorschrift

To a solution of 1-cyclopropyl-6-fluoro-7-bromo-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.58 g) in N-methyl-2-pyrrolidone (5 ml) is added 3-methylpiperazine (0.65 g), and the mixture is heated at 90° C. for 20 minutes. After the solvent is distilled off under reduced pressure, ethanol is added to the residue, and the crystals are separated by filtration and are recrystallized from ethyl acetate-ethanol to give 1-cyclopropyl-6-fluoro-7-(3-methyl-1-piperazinyl)-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (310 mg), as white powdery crystals, m.p. 206°-208° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04971970uspto-grants-1990_11