Methylamine → HCID 23284777, compound

HRID 369302Notes

Reaction equation

HRID 369302 reaction equation
[NH2:1][C:2]1[C:3]([F:27])=[C:4]([F:26])[C:5]([F:25])=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:20])=[C:15](F)[C:16]=3[Cl:18])[C:11](=[O:21])[C:10]([C:22]([OH:24])=[O:23])=[CH:9]2)[CH:7]=1.[CH3:28][NH2:29]>N1C=CC=CC=1>[NH2:1][C:2]1[C:3]([F:27])=[C:4]([F:26])[C:5]([F:25])=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:20])=[C:15]([NH:29][CH3:28])[C:16]=3[Cl:18])[C:11](=[O:21])[C:10]([C:22]([OH:24])=[O:23])=[CH:9]2)[CH:7]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 23284672HCID 23284672, compound

Product 1

HCID 23284777HCID 23284777, compoundYield 53.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-(5-Amino-2,3,4-trifluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 mg) and a 40% methylamine solution (88 mg) were added to pyridine (1 ml), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and ethanol was added to the residue. Solids were collected by filtration and washed with diethyl ether to obtain the title compound (55 mg) as a yellow powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and ethanol
  2. additionwas added to the residue
  3. filtrationSolids were collected by filtration
  4. washwashed with diethyl ether

Sources & evidence

ORD record
ord-9eb46bb3e56e4e8fa90b762cb730d749
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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