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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1651411Generated: November 3, 2026

Triethylamine → 1-Cyclopropyl-6-fluoro-7-(3-dimethylamino-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

https://huagongshe.com/reaction/1651411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 5210422—
ReactantN,N-dimethylazetidin-3-amine dihydrochlorideHCID 22121220—
Product1-Cyclopropyl-6-fluoro-7-(3-dimethylamino-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acidHCID 10043176—

Reaction Steps

A mixture of 0.25 g (1.32 mmoles) of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 0.34 g (12 mmoles) of 3-dimethylaminoazetidine dihydrochloride and 3.3 g (33 mmoles) of triethylamine is heated under reflux in 10 ml of pryidine for 2 hours. The mixture is evaporated under vacuum, water is added and the resulting mixture made alkaline with 1N sodium hydroxide, heated, filtered while hot, acidified with acetic acid and filtered again. After washing with water, 0.4 g (88%) of 1-cyclopropyl-6-fluoro-7-(3-dimethylamino-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are obtained, melting at 255°-61° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04927926
Source datasetuspto-grants-1990_05
ORD IDord-b155683b214249d5ac0aec0dd0b8c0d3
Source noteuspto-grants-1990_05