HCID 23284819, compound → HCID 23284680, compound

HRID 369248Notes

Reaction equation

[C:1]([O:5][C:6]([NH:8][C:9]1[C:10]([F:38])=[CH:11][C:12]([F:37])=[C:13]([N:15]2[C:24]3[C:19](=[CH:20][C:21]([O:29][CH3:30])=[C:22]([N+:26]([O-])=O)[C:23]=3[CH3:25])[C:18](=[O:31])[C:17]([C:32]([O:34][CH2:35][CH3:36])=[O:33])=[CH:16]2)[CH:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Fe].C(O)(=O)C>[NH2:26][C:22]1[C:23]([CH3:25])=[C:24]2[C:19]([C:18](=[O:31])[C:17]([C:32]([O:34][CH2:35][CH3:36])=[O:33])=[CH:16][N:15]2[C:13]2[CH:14]=[C:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:7])[C:10]([F:38])=[CH:11][C:12]=2[F:37])=[CH:20][C:21]=1[O:29][CH3:30]

Participants

Conditions

Temperature: 80 °C

Procedure

Acetic acid (2 ml) and iron powder (150 mg) were added to ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-6-methoxy-8-methyl-7-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylate (200 mg), and the mixture was stirred at 80° C. for 40 minutes. The catalyst was removed by filtration through Celite, and the solvent and the like in the filtrate were distilled off. The residue was subjected to column chromatography on silica gel to conduct elution with chloroform, thereby obtaining the title compound (140 mg) as an amorphous substance.

Workup

customThe catalyst was removed by filtration through Celite
distillationthe solvent and the like in the filtrate were distilled off
washelution with chloroform

Sources & evidence

ORD record: ord-3d2f0fb953784027b5ed22f7127305a7
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06136823

Reaction notes

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