Pyridine → HCID 23284825, compound

HRID 369221Notes

Reaction equation

[CH3:1][NH2:2].NC1[C:5]([F:28])=[CH:6][C:7]([Cl:27])=[C:8]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:22])=[C:17](F)[C:18]=3[Cl:20])[C:13](=[O:23])[C:12]([C:24]([OH:26])=[O:25])=[CH:11]2)[CH:9]=1.[N:29]1C=CC=C[CH:30]=1>>[NH2:2][C:1]1[C:5]([F:28])=[CH:6][C:7]([Cl:27])=[C:8]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:22])=[C:17]([NH:29][CH3:30])[C:18]=3[Cl:20])[C:13](=[O:23])[C:12]([C:24]([OH:26])=[O:25])=[CH:11]2)[CH:9]=1

Participants

Reactant 3

HCID 1049Pyridine

HCID 6329Methylamine

HCID 23284779HCID 23284779, compound

Product 1

HCID 23284825HCID 23284825, compound

Procedure

A 40% aqueous solution (100 mg) of methylamine and 1-(5-amino-2-chloro-4-fluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 mg) were added to pyridine (2 ml), and the mixture was stirred at room temperature for 2 hours. After the solvent was distilled off under reduced pressure, ethanol was added to the residue, and solids were collected by filtration to obtain the title compound (46 mg) as pale yellow crystals.

Workup

distillationAfter the solvent was distilled off under reduced pressure, ethanol
additionwas added to the residue, and solids
filtrationwere collected by filtration

Sources & evidence

ORD record: ord-bebcb661656e4e77b4affb0a808213fe
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06136823

Reaction notes

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