Hydrogen Bromide → HCID 23284706, compound

HRID 369270Notes

Reaction equation

HRID 369270 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([O:9]C)=[CH:4][C:3]=1[N:11]1[C:20]2[C:15](=[CH:16][C:17]([F:23])=[C:18]([F:22])[C:19]=2[CH3:21])[C:14](=[O:24])[C:13]([C:25]([O:27]CC)=[O:26])=[CH:12]1.Br>C(O)(=O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([OH:9])=[CH:4][C:3]=1[N:11]1[C:20]2[C:15](=[CH:16][C:17]([F:23])=[C:18]([F:22])[C:19]=2[CH3:21])[C:14](=[O:24])[C:13]([C:25]([OH:27])=[O:26])=[CH:12]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 23284764HCID 23284764, compound

Product 1

HCID 23284706HCID 23284706, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 1-(2,4-difluoro-5-methoxyphenyl)-6,7-difluoro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (2.32 g) was added to a mixed liquid (1:1, v/v; 30 ml) of 47% hydrobromic acid and acetic acid, and the mixture was stirred and refluxed for 44 hours. After distilled water (20 ml) was added to the reaction mixture, it was allowed to cool. Deposits were collected by filtration and washed with ethanol and diisopropyl ether in that order to obtain the title compound (1.37 g) as a colorless powder.

Workup

  1. temperaturerefluxed for 44 hours
  2. distillationAfter distilled water (20 ml)
  3. additionwas added to the reaction mixture, it
  4. temperatureto cool
  5. filtrationDeposits were collected by filtration
  6. washwashed with ethanol and diisopropyl ether in that order

Sources & evidence

ORD record
ord-0cd8c903b7b045198323110c5bbdfcc4
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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