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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975333Generated: November 2, 2026

Triethylamine → 7-(7-Tert-butoxycarbonylamino-5-azaspiro[2,4]heptane-5-yl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

https://huagongshe.com/reaction/1975333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant8-Chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 9835941—
ReactantTert-butyl 5-azaspiro[2.4]heptan-7-ylcarbamateHCID 14930995—
SolventAcetonitrileHCID 6342—
Product7-(7-Tert-butoxycarbonylamino-5-azaspiro[2,4]heptane-5-yl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 2241708774.6%

Reaction Steps

200 mg of 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 150 mg of compound 11 and 70 mg of triethylamine were added to 5 ml of acetonitrile and the mixture was refluxed for 24 hours. After cooling, the solvent was removed under reduced pressure and to the residue was added water. The precipitate was collected by filtration and washed successively with water, acetonitrile, ethanol and ether and dried. The procedure gave 245 mg of 7-(7-tert-butoxycarbonylamino-5-azaspiro[2,4]heptan-5-yl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid melting at 205°-207° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05286723
Source datasetuspto-grants-1994_02
ORD IDord-5469eb55284040b6b1628ec9658b287b
Source noteuspto-grants-1994_02