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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1721095Generated: October 31, 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/1721095

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 numberUS05508428
Source datasetuspto-grants-1996_04
ORD IDord-b919883338b64989982d6b5267aa8ecf
Source noteuspto-grants-1996_04