Methylamine → 1-(5-amino-2,4-difluorophenyl)-6-fluoro-7-methylamino-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic Acid

HRID 369229

Reaction equation

HRID 369229 reaction equation
[CH3:1][NH2:2].[NH2:3][C:4]1[C:5]([F:27])=[CH:6][C:7]([F:26])=[C:8]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:21])=[C:17](Cl)[N:18]=3)[C:13](=[O:22])[C:12]([C:23]([OH:25])=[O:24])=[CH:11]2)[CH:9]=1>N1C=CC=CC=1>[NH2:3][C:4]1[C:5]([F:27])=[CH:6][C:7]([F:26])=[C:8]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:21])=[C:17]([NH:2][CH3:1])[N:18]=3)[C:13](=[O:22])[C:12]([C:23]([OH:25])=[O:24])=[CH:11]2)[CH:9]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 110899701-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Product 1

HCID 232846611-(5-amino-2,4-difluorophenyl)-6-fluoro-7-methylamino-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 40% aqueous solution (150 mg) of methylamine and 1-(5-amino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (150 mg) were added to pyridine (2 ml), and the mixture was stirred at room temperature for 2 hours. After the solvent was distilled off under reduced pressure, ethanol was added to the residue, and solids deposited were collected by filtration to obtain the title compound (40 mg) as colorless crystals.

Workup

  1. distillationAfter the solvent was distilled off under reduced pressure, ethanol
  2. additionwas added to the residue, and solids
  3. filtrationdeposited were collected by filtration

Sources & evidence

ORD record
ord-e99a34072b8e41049ffc0f8de8b8b5aa
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Linked notes

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