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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 980693Generated: October 27, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-[3-[(Ethylamino)methyl]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-1-(1-methylethyl)-4-oxo-3-quinolinecarboxylic Acid

https://huagongshe.com/reaction/980693

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant6,7,8-Trifluoro-1,4-dihydro-1-isopropyl-4-oxoquinoline-3-carboxylic acidHCID 13477692—
ReactantEthyl-pyrrolidin-3-ylmethyl-amineHCID 13491786—
SolventAcetonitrileHCID 6342—
Product7-[3-[(Ethylamino)methyl]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-1-(1-methylethyl)-4-oxo-3-quinolinecarboxylic AcidHCID 1377281473.7%

Reaction Steps

A solution of 0.57 g (2.0 mmol) of 6,7,8-trifluoro-1,4-dihydro-1-(1-methylethyl)-4-oxo-3-quinolinecarboxylic acid, 0.32 ml (2.2 mmol) of 3-[(ethylamino)methyl]pyrrolidine, 0.30 ml (2.0 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene and 15 ml of acetonitrile was heated under reflux for one hour. After cooling to room temperature the mixture was filtered and the solid washed with acetonitrile and methanol to give 0.58 g of the title compound, mp 230°-231° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04638067
Source datasetuspto-grants-1987_01
ORD IDord-90cf85f9a5d84dad9a5253e6777854b1
Source noteuspto-grants-1987_01