Methylamine → HCID 23284754, compound

HRID 369279Notes

Reaction equation

HRID 369279 reaction equation
[NH2:1][C:2]1[C:3]([F:27])=[CH:4][C:5]([F:26])=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:21])=[C:15](F)[C:16]=3[S:18][CH3:19])[C:11](=[O:22])[C:10]([C:23]([OH:25])=[O:24])=[CH:9]2)[CH:7]=1.[CH3:28][NH2:29]>N1C=CC=CC=1>[NH2:1][C:2]1[C:3]([F:27])=[CH:4][C:5]([F:26])=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:21])=[C:15]([NH:29][CH3:28])[C:16]=3[S:18][CH3:19])[C:11](=[O:22])[C:10]([C:23]([OH:25])=[O:24])=[CH:9]2)[CH:7]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 23284741HCID 23284741, compound

Product 1

HCID 23284754HCID 23284754, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-(5-Amino-2,4-difluorophenyl)-6,7-difluoro-8-methylthio-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (50 mg) was added to pyridine (100 mg). A 40% aqueous solution (120 mg) of methylamine was added, and the resultant mixture was stirred overnight at room temperature and for additional 2 days at 50° C. After the reaction mixture was allowed to cool, the solvent was distilled off under reduced pressure. Ethanol (1 ml) was added to the residue, and solids deposited were collected by filtration to obtain the title compound (25 mg) as a pale brown powder.

Workup

  1. temperatureto cool
  2. distillationthe solvent was distilled off under reduced pressure
  3. additionEthanol (1 ml) was added to the residue, and solids
  4. filtrationdeposited were collected by filtration

Sources & evidence

ORD record
ord-ac59ef5cbc9c43eb969c2e2135b2e963
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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