HCID 23284752, compound → HCID 23284713, compound

HRID 369210Notes

Reaction equation

[C:1]([NH:5][C:6]1[N:11]=[C:10]([N:12]2[C:21]3[C:16](=[CH:17][C:18]([F:26])=[C:19]([N+:23]([O-])=O)[C:20]=3[CH3:22])[C:15](=[O:27])[C:14]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:13]2)[C:9]([F:33])=[CH:8][C:7]=1[F:34])([CH3:4])([CH3:3])[CH3:2]>[Fe].C(O)(=O)C>[NH2:23][C:19]1[C:20]([CH3:22])=[C:21]2[C:16]([C:15](=[O:27])[C:14]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:13][N:12]2[C:10]2[C:9]([F:33])=[CH:8][C:7]([F:34])=[C:6]([NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])[N:11]=2)=[CH:17][C:18]=1[F:26]

Participants

Conditions

Temperature: 80 °C

Procedure

Acetic acid (5 ml) and iron powder (180 mg) were added to ethyl 1-(6-tert-butylamino-3,5-difluoropyridin-2-yl)-6-fluoro-8-methyl-7-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylate (200 mg), and the mixture was stirred at 80° C. for 20 minutes. After the catalyst in the reaction mixture was removed by filtration through Celite, the solvent was distilled off under reduced pressure. The residue was subjected to column chromatography on silica gel (eluent; ethyl acetate:hexane=1:4) to obtain the title compound (190 mg) as an oil.

Workup

customAfter the catalyst in the reaction mixture was removed by filtration through Celite
distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record: ord-d85387ab842d43af9bb93d4d71e56226
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06136823

Reaction notes

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