Piperazine → 75001-83-1

HRID 2418468Notes

Reaction equation

HRID 2418468 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH3:7][O:8][C:9]([C:11]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][C:16](Cl)=[C:17]([F:22])[CH:18]=2)[N:13]([CH2:24][CH3:25])[CH:12]=1)=[O:10]>N1C=CC=CC=1>[CH3:7][O:8][C:9]([C:11]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][C:16]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)=[C:17]([F:22])[CH:18]=2)[N:13]([CH2:24][CH3:25])[CH:12]=1)=[O:10]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 12079768HCID 12079768, compound

Product 1

HCID 1273394075001-83-1Yield 94.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 1.7 g of anhydrous piperazine and 1.4 g of 1-ethyl-6-fluoro-7-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid methyl ester in 3 ml of pyridine was refluxed with stirring for 5 hrs. The reaction mixture was cooled to give crude crystals. The crude crystals were recrystallized from a mixture of methylene chloride and methanol to give 1.55 g (77.5% yield) of 1-ethyl-6-fluoro-7-(1-piperazinyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid methyl ester. mp: 179°-181° C.

Workup

  1. temperaturewas refluxed
  2. temperatureThe reaction mixture was cooled
  3. customto give crude crystals
  4. customThe crude crystals were recrystallized from a mixture of methylene chloride and methanol

Sources & evidence

ORD record
ord-d645f4d403694c0094beca61b89d8f5c
Source dataset
uspto-grants-1984_09
Patent number
US04472579

Reaction notes

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