Methylamine → HCID 23284762, compound

HRID 369222Notes

Reaction equation

HRID 369222 reaction equation
[CH3:1][NH2:2].[NH2:3][C:4]1[C:5]([F:28])=[CH:6][C:7]([Br: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]([Br: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 23284673HCID 23284673, compound

Product 1

HCID 23284762HCID 23284762, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 40% aqueous solution (60 mg) of methylamine and 1-(5-amino-2-bromo-4-fluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (60 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 solids were collected by filtration to obtain the title compound (46 mg) as a pale brown powder.

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, and solids
  3. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-08fa063c51184b0f89599883847485f2
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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