Methylamine → HCID 69958909, compound

HRID 369224Notes

Reaction equation

HRID 369224 reaction equation
[Cl:1][C:2]1[C:3](F)=[C:4]([F:26])[CH:5]=[C:6]2[C:11]=1[N:10]([C:12]1[CH:17]=[C:16]([NH:18][CH3:19])[C:15]([F:20])=[CH:14][C:13]=1[F:21])[CH:9]=[C:8]([C:22]([OH:24])=[O:23])[C:7]2=[O:25].[CH3:28][NH2:29]>N1C=CC=CC=1>[CH3:9][NH2:10].[Cl:1][C:2]1[C:3]([NH:29][CH3:28])=[C:4]([F:26])[CH:5]=[C:6]2[C:11]=1[N:10]([C:12]1[CH:17]=[C:16]([NH:18][CH3:19])[C:15]([F:20])=[CH:14][C:13]=1[F:21])[CH:9]=[C:8]([C:22]([OH:24])=[O:23])[C:7]2=[O:25]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 23284760HCID 23284760, compound

Product 1

HCID 69958909HCID 69958909, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

8-Chloro-6,7-difluoro-1-(2,4-difluoro-5-methylaminophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (200 mg) and a 40% aqueous solution (220 mg) of methylamine were added to pyridine (600 mg), and the mixture was stirred at room temperature for 5 hours. After the solvent was distilled off under reduced pressure, ethanol (1 ml) was added to the residue, and the mixture was stirred for 30 minutes. Deposits were collected by filtration and washed successively with ethanol and diisopropyl ether to obtain the title compound (92 mg) as a colorless powder.

Workup

  1. distillationAfter the solvent was distilled off under reduced pressure, ethanol (1 ml)
  2. additionwas added to the residue
  3. stirringthe mixture was stirred for 30 minutes
  4. filtrationDeposits were collected by filtration
  5. washwashed successively with ethanol and diisopropyl ether

Sources & evidence

ORD record
ord-b47c896a30a2487cb83bbd27deb09e87
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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