1-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 19763587, compound

HRID 248528Notes

Reaction equation

HRID 248528 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([CH:7]2[NH:12][CH2:11][CH2:10][NH:9][CH2:8]2)=[N:3]1.[CH2:13]([N:15]1[C:24]2[C:19](=[CH:20][C:21]([F:26])=[C:22](F)[CH:23]=2)[C:18](=[O:27])[C:17]([C:28]([OH:30])=[O:29])=[CH:16]1)[CH3:14]>N1C=CC=CC=1>[CH2:13]([N:15]1[C:24]2[C:19](=[CH:20][C:21]([F:26])=[C:22]([N:9]3[CH2:10][CH2:11][NH:12][CH:7]([C:4]4[CH:5]=[CH:6][N:2]([CH3:1])[N:3]=4)[CH2:8]3)[CH:23]=2)[C:18](=[O:27])[C:17]([C:28]([OH:30])=[O:29])=[CH:16]1)[CH3:14]

Participants

4

Reactant 2

HCID 8005211-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 19763538HCID 19763538, compound

Product 1

HCID 19763587HCID 19763587, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 1.0 g portion of 3-(1-methyl-1H-pyrazol-3-yl)piperazine and 508 mg of 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid were dissolved in 5 ml of pyridine and heated at 85°-95° C. for 18 hours, in a pressure bottle which had been evacuated and filled with argon. Methanol was added and the solid collected, giving 610 mg of 1-ethyl-6-fluoro-1,4-dihydro-7-[3-(1-methyl-1H-pyrazol-3-yl)-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid.

Workup

  1. temperatureheated at 85°-95° C. for 18 hours, in a pressure bottle which
  2. customhad been evacuated
  3. additionfilled with argon
  4. additionMethanol was added
  5. customthe solid collected

Sources & evidence

ORD record
ord-d8edb6c6c3b2478686ffd572bb122c21
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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