Hydrogen Bromide → HCID 23284813, compound

HRID 369323Notes

Reaction equation

HRID 369323 reaction equation
Br.[NH2:2][C:3]1[C:12]([CH3:13])=[C:11]2[C:6]([C:7](=[O:29])[C:8]([C:24]([O:26]CC)=[O:25])=[CH:9][N:10]2[C:14]2[CH:19]=[C:18]([O:20]C)[C:17]([F:22])=[CH:16][C:15]=2[F:23])=[CH:5][C:4]=1[F:30]>C(O)(=O)C>[NH2:2][C:3]1[C:12]([CH3:13])=[C:11]2[C:6]([C:7](=[O:29])[C:8]([C:24]([OH:26])=[O:25])=[CH:9][N:10]2[C:14]2[CH:19]=[C:18]([OH:20])[C:17]([F:22])=[CH:16][C:15]=2[F:23])=[CH:5][C:4]=1[F:30]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 23284699HCID 23284699, compound

Product 1

HCID 23284813HCID 23284813, compoundYield 28.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

48% hydrobromic acid (3 ml) and acetic acid (2 ml) were added to ethyl 7-amino-1-(2,4-difluoro-5-methoxyphenyl)-6-fluoro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (420 mg), and the mixture was stirred for 2 days while heating under reflux. After the reaction mixture was allowed to cool, solids deposited were collected by filtration. The solids were washed with water, ethanol and diethyl ether in that order and dried to obtain the title compound (108 mg) as a pale brown powder.

Workup

  1. temperaturewhile heating
  2. temperatureunder reflux
  3. temperatureto cool
  4. filtrationsolids deposited were collected by filtration
  5. washThe solids were washed with water, ethanol and diethyl ether in that order
  6. customdried

Sources & evidence

ORD record
ord-23fe3e62b419467393e88c7f8024d185
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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