Methylamine → HCID 23284692, compound

HRID 369220Notes

Reaction equation

HRID 369220 reaction equation
[NH2:1][C:2]1[C:3]([F:26])=[CH:4][C:5]([F:25])=[C:6]([N:8]2[C:17]3[C:12](=[C:13]([CH3:20])[C:14]([F:19])=[C:15](F)[CH:16]=3)[C:11](=[O:21])[C:10]([C:22]([OH:24])=[O:23])=[CH:9]2)[CH:7]=1.[CH3:27][NH2:28]>N1C=CC=CC=1>[NH2:1][C:2]1[C:3]([F:26])=[CH:4][C:5]([F:25])=[C:6]([N:8]2[C:17]3[C:12](=[C:13]([CH3:20])[C:14]([F:19])=[C:15]([NH:28][CH3:27])[CH:16]=3)[C:11](=[O:21])[C:10]([C:22]([OH:24])=[O:23])=[CH:9]2)[CH:7]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 23284694HCID 23284694, compound

Product 1

HCID 23284692HCID 23284692, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

1-(5-Amino-2,4-difluorophenyl)-6,7-difluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (200 mg) and a 40% aqueous solution (210 mg) of methylamine were added to pyridine (1 ml), and the mixture was heated and stirred overnight at 60° C. After the reaction mixture was allowed to cool, the solvent was distilled off under reduced pressure. Ethanol was added to the residue to collect solids. The solids were washed successively with ethanol and diethyl ether to obtain the title compound (115 mg) as a colorless powder.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto cool
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionEthanol was added to the residue
  5. customto collect solids
  6. washThe solids were washed successively with ethanol and diethyl ether

Sources & evidence

ORD record
ord-25149b5dd80b4fe9a58a6ae7a8602d14
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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