Ethyl ketone → HCID 23117831, compound

HRID 1360657Notes

Reaction equation

HRID 1360657 reaction equation
[CH3:1][CH2:2][C:3](=[O:6])[CH2:4][CH3:5].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH:19]1([NH:25][C:26]2[CH:35]=[C:34]3[C:29]([C:30](=[O:46])[C:31]([C:41]([O:43][CH2:44][CH3:45])=[O:42])=[CH:32][N:33]3[CH:36]([CH2:39]O)[CH2:37][OH:38])=[CH:28][C:27]=2[F:47])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>C1C=CC=CC=1>[CH:19]1([NH:25][C:26]2[CH:35]=[C:34]3[C:29]([C:30](=[O:46])[C:31]([C:41]([O:43][CH2:44][CH3:45])=[O:42])=[CH:32][N:33]3[CH:36]3[CH2:37][O:38][C:3]([CH2:4][CH3:5])([CH2:2][CH3:1])[O:6][CH2:39]3)=[CH:28][C:27]=2[F:47])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1

Participants

5

Reactant 3

HCID 7288Ethyl ketoneHCID 521998p-Toluenesulfonic acid monohydrateHCID 23117877HCID 23117877, compound

Product 1

HCID 23117831HCID 23117831, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3-Pentanone and p-toluenesulfonic acid monohydrate were added to a benzene solution of ethyl 7-(cyclohexylamino)-6-fluoro-1-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-oxo-1,4-dihydroquinoline-3-carboxylate, for stirring under reflux under heating for 34 hours, to obtain ethyl 7-(cyclohexylamino)-1-(2,2-diethyl-1,3-dioxan-5-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate.

Workup

  1. temperatureunder reflux
  2. temperatureunder heating for 34 hours

Sources & evidence

ORD record
ord-75fbd57df4664994aabc73ae6195e578
Source dataset
uspto-grants-2011_02
Patent number
US07879878B2

Reaction notes

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