Methylamine → HCID 484059, compound

HRID 369218Notes

Reaction equation

HRID 369218 reaction equation
[CH3:1][NH2:2].[NH2:3][C:4]1[C:5]([F:28])=[CH:6][C:7]([F:27])=[C:8]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:22])=[C:17](F)[C:18]=3[CH3:20])[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]([F: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[CH3:20])[C:13](=[O:23])[C:12]([C:24]([OH:26])=[O:25])=[CH:11]2)[CH:9]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 11132289HCID 11132289, compound

Product 1

HCID 484059HCID 484059, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
70 °C

Procedure

Pyridine (200 mg) and a 40% aqueous solution (250 mg) of methylamine were added to 1(5-amino-2,4-difluorophenyl)-6,7-difluoro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 mg), arid the mixture was heated and stirred overnight at 70° C. After the solvent was distilled off under reduced pressure, and ethanol (2 ml) and acetic acid (1 drop) were added to the residue to stir the mixture, solids deposited were collected by filtration and washed successively with ethanol and diethyl ether to obtain the title compound (51 mg) as a pale brown powder.

Workup

  1. temperaturewas heated
  2. distillationAfter the solvent was distilled off under reduced pressure, and ethanol (2 ml) and acetic acid (1 drop)
  3. additionwere added to the residue
  4. stirringto stir the mixture, solids
  5. filtrationdeposited were collected by filtration
  6. washwashed successively with ethanol and diethyl ether

Sources & evidence

ORD record
ord-63fd49dba7a4453a899c5c1f791dd636
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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