Methylamine → HCID 23284745, compound

HRID 369223Notes

Reaction equation

HRID 369223 reaction equation
[CH3:1][NH2:2].[NH2:3][C:4]1[C:5]([F:28])=[CH:6][C:7]([CH3:27])=[C:8]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:22])=[C:17](F)[C:18]=3[Cl:20])[C:13](=[O:23])[C:12]([C:24]([OH:26])=[O:25])=[CH:11]2)[CH:9]=1>N1C=CC=CC=1>[NH2:3][C:4]1[C:5]([F:28])=[CH:6][C:7]([CH3:27])=[C:8]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:22])=[C:17]([NH:2][CH3:1])[C:18]=3[Cl:20])[C:13](=[O:23])[C:12]([C:24]([OH:26])=[O:25])=[CH:11]2)[CH:9]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 23284824HCID 23284824, compound

Product 1

HCID 23284745HCID 23284745, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 40% aqueous solution (100 mg) of methylamine and 1-(5-amino-4-fluoro-2-methylphenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 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, a mixed liquid of ethanol and diethyl ether was added to the residue, and the mixture was left to stand overnight. Solids deposited were collected by filtration to obtain the title compound (63 mg) as colorless crystals.

Workup

  1. distillationAfter the solvent was distilled off under reduced pressure
  2. additiona mixed liquid of ethanol and diethyl ether was added to the residue
  3. waitthe mixture was left
  4. waitto stand overnight
  5. filtrationSolids deposited were collected by filtration

Sources & evidence

ORD record
ord-f98a2fddaed448448ad404acf9503bec
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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