Methylamine → 1-(6-Amino-3,5-difluoropyridin-2-yl)-8-bromo-6-fluoro-7-methylamino-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

HRID 369232Notes

Reaction equation

HRID 369232 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:20])=[C:15](F)[C:16]=3[Br:18])[C:11](=[O:21])[C:10]([C:22]([OH:24])=[O:23])=[CH:9]2)[C:5]([F:25])=[CH:4][C:3]=1[F:26].[CH3:27][NH2:28]>N1C=CC=CC=1>[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:20])=[C:15]([NH:28][CH3:27])[C:16]=3[Br:18])[C:11](=[O:21])[C:10]([C:22]([OH:24])=[O:23])=[CH:9]2)[C:5]([F:25])=[CH:4][C:3]=1[F:26]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 154869771-(6-Amino-3,5-difluoropyridin-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 232848271-(6-Amino-3,5-difluoropyridin-2-yl)-8-bromo-6-fluoro-7-methylamino-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-(6-Amino-3,5-difluoropyridin-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (200 mg) and a 40% aqueous solution (230 mg) of methylamine were added to pyridine (620 mag), and the mixture was stirred at room temperature for 2 hours. The solvent was distilled off under reduced pressure, and ethanol (2 ml) was added to the residue. Deposits were collected by filtration and washed successively with ethanol and diisopropyl ether to obtain the title compound (103 mg) as a colorless powder.

Workup

  1. distillationThe solvent was distilled off under reduced pressure, and ethanol (2 ml)
  2. additionwas added to the residue
  3. filtrationDeposits were collected by filtration
  4. washwashed successively with ethanol and diisopropyl ether

Sources & evidence

ORD record
ord-a0addedc40024c69a6194a982d7f7219
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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