Methylamine → HCID 23284786, compound

HRID 369284Notes

Reaction equation

HRID 369284 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]([CH3:21])=[C:17](F)[CH:18]=3)[C:13](=[O:22])[C:12]([C:23]([OH:25])=[O:24])=[CH:11]2)[CH:9]=1>CS(C)=O>[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]([CH3:21])=[C:17]([NH:2][CH3:1])[CH: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 23284702HCID 23284702, compound

Product 1

HCID 23284786HCID 23284786, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
40 °C

Procedure

Dimethyl sulfoxide (100 mg) and a 40% aqueous solution (50 mg) of methylamine were added to 1-(5-amino-2,4-difluorophenyl)-7-fluoro-6-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (30 mg), and the mixture was heated and stirred at 40° C. for 3 days. The solvent and the like were distilled off under reduced pressure, and ethanol (0.5 ml) was added to the residue. The mixture was left to stand for 3 days, and solids deposited were collected by filtration and washed with (ethanol and diethyl ether to obtain the title compound (11 mg) as a pale gray powder.

Workup

  1. temperaturethe mixture was heated
  2. distillationThe solvent and the like were distilled off under reduced pressure, and ethanol (0.5 ml)
  3. additionwas added to the residue
  4. waitThe mixture was left
  5. waitto stand for 3 days
  6. filtrationsolids deposited were collected by filtration
  7. washwashed with (ethanol and diethyl ether

Sources & evidence

ORD record
ord-efb954ce84f543299851028129eb067e
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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