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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650180Generated: October 31, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-Cyclopropyl-7-(6,8-diazabicyclo[3.2.2]non-6-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

https://huagongshe.com/reaction/1650180

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-Cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 5210422—
Reactant6,8-Diazabicyclo[3.2.2]nonane 2hclHCID 70377082—
SolventPyridineHCID 1049—
Product1-Cyclopropyl-7-(6,8-diazabicyclo[3.2.2]non-6-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acidHCID 1477467252.5%

Reaction Steps

A solution of 0.53 g (2.0 mmol) of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 0.44 g (2.2 mmol) of 6,8-diazabicyclo[3.2.2]nonane, dihydrochloride, 0.90 ml (6.0 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene, and 10 ml of pyridine was heated under reflux for 4 hr. The reaction mixture was cooled to room temperature and the solid was filtered and washed with ethanol to yield 0.39 g of the title compound, mp 273°-276° dec.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04923879
Source datasetuspto-grants-1990_05
ORD IDord-85d8db9cafdf431c82772965e36bdd84
Source noteuspto-grants-1990_05