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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 622526Generated: 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/622526

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 numberUS04771054
Source datasetuspto-grants-1988_09
ORD IDord-8ea875f6a75e40478acaca9d058ad2c9
Source noteuspto-grants-1988_09