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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267606Generated: October 26, 2026

1-Cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid → 7-[2-(t-Butoxycarbonyl)-8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid

https://huagongshe.com/reaction/1267606

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 5210422—
Reactant2,6-Diazaspiro[3.4]octane-2-carboxylic acid, 8-(methoxyimino)-, 1,1-dimethylethyl esterHCID 54547656—
SolventAcetonitrileHCID 6342—
Product7-[2-(t-Butoxycarbonyl)-8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acidHCID 8658473246.4%

Reaction Steps

1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid and 840 mg of t-butyl 8-(methoxyimino)-2,6-diazaspiro[3,4]octane-2-carboxylate were added to 10 ml of acetonitrile and the resulting mixture was refluxed for 3 hours. Then the precipitated solid was filtered and dried to give 340 mg of the titled compound (yield: 46.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552196B2
Source datasetuspto-grants-2003_04
ORD IDord-bc2b00da1cd94cbd88a1da1fc0c810fd
Source noteuspto-grants-2003_04