1-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 19763607, compound

HRID 248496Notes

Reaction equation

HRID 248496 reaction equation
[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([CH:19]3[CH2:24][NH:23][CH2:22][CH2:21][NH:20]3)=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:25]([N:27]1[C:36]2[C:31](=[CH:32][C:33]([F:38])=[C:34](F)[CH:35]=2)[C:30](=[O:39])[C:29]([C:40]([OH:42])=[O:41])=[CH:28]1)[CH3:26]>N1C=CC=CC=1>[CH2:25]([N:27]1[C:36]2[C:31](=[CH:32][C:33]([F:38])=[C:34]([N:23]3[CH2:22][CH2:21][NH:20][CH:19]([C:12]4[C:13]5[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=5)[N:10]([S:7]([C:1]5[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=5)(=[O:9])=[O:8])[CH:11]=4)[CH2:24]3)[CH:35]=2)[C:30](=[O:39])[C:29]([C:40]([OH:42])=[O:41])=[CH:28]1)[CH3:26]

Participants

4

Conditions

Temperature
95 °C

Procedure

30 A mixture of 4.092 g of 1-{phenylsulfonyl)-3-(2-piperazinyl)-1H-indole and 1.012 g of 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid in 5 ml of pyridine was heated at 95° C. for 3 hours, then cooled and the solid collected, washed with methanol and ether, giving 1.94 g of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[3-[1-(phenylsulfonyl)-1H-indol-3-yl]-1-piperazinyl]-3-quinolinecarboxylic acid.

Workup

  1. temperaturecooled
  2. customthe solid collected
  3. washwashed with methanol and ether

Sources & evidence

ORD record
ord-2114f8b4d9cd441388b5322ead39f911
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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