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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1589573Generated: October 27, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-(1,4-Diazabicyclo[3.2.1]octan-4-yl)-1-ethyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/1589573

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1,4-Diazabicyclo[3.2.1]octane dihydrochlorideHCID 12374078—
Reactant1-Ethyl-7-ethanesulfonyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acidHCID 13565850—
SolventAcetonitrileHCID 6342—
Product7-(1,4-Diazabicyclo[3.2.1]octan-4-yl)-1-ethyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 46545218.4%

Reaction Steps

A suspension of 2.06 g (6.28 mmol) 1-ethyl-7-ethanesulfonyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid and 1.29 g (6.97 mmol) 1,4-diazabicyclo[3.2.1]octane dihydrochloride in 30 ml acetonitrile was treated with 3.10 g (20.4 mmol) 1,8-diazabicyclo[5.4.0]undec-7-ene. The resulting solution was stirred overnight and the precipitate which formed was filtered to afford 0.40 g of the title compound, mp 228°-229° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04571396
Source datasetuspto-grants-1986_02
ORD IDord-2dfce79dd8f940bf9a9a9ade3836b3d4
Source noteuspto-grants-1986_02