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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981739Generated: October 29, 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-1,8-naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/981739

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acidHCID 11055142—
Reactant6,8-Diazabicyclo[3.2.2]nonane 2hclHCID 70377082—
SolventAcetonitrileHCID 6342—
Product1-Cyclopropyl-7-(6,8-diazabicyclo[3.2.2]non-6-yl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 14774670—

Reaction Steps

A solution of 1.41 g (5.0 mmol) of 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine- 3-carboxylic acid, 1.10 (5.5 mmol) of 6,8-diazabicyclo[3.2.2]nonane, dihydrochloride, 2.26 ml (15 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene, and 30 ml of acetonitrile was heated under reflux for 4 hr. After cooling to room temperature, the precipitated solid was collected to give 0.97 g of the title compound, mp 255°-258° dec.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04992546
Source datasetuspto-grants-1991_02
ORD IDord-6b7470bf9ea349d98043329781e65669
Source noteuspto-grants-1991_02