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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901497Generated: November 2, 2026

3-Nitrobenzaldehyde → 1-Cyclopropyl-6,8-difluoro-1,4-dihydro-7-(3-(3-nitro-benzylideneamino)-pyrrolidin-1-yl)-4-oxo-5-vinyl-3-quinolinecarboxylic acid

https://huagongshe.com/reaction/1901497

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrobenzaldehydeHCID 7449—
ReactantDabcoHCID 9237—
Reactant3-AminopyrrolidineHCID 164401—
Reactant1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-5-vinyl-3-quinolinecarboxylic acidHCID 15297660—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Product1-Cyclopropyl-6,8-difluoro-1,4-dihydro-7-(3-(3-nitro-benzylideneamino)-pyrrolidin-1-yl)-4-oxo-5-vinyl-3-quinolinecarboxylic acidHCID 2292436187%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 0.39 g of 3-amino-pyrrolidine in 4 ml of acetonitrile is treated with a solution of 0.75 g of 3-nitrobenzaldehyde in 4 ml of acetonitrile. After 1 hour at room temperature, the reaction mixture is treated with a solution of 1 g of DABCO and 0.93 g of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-5-vinyl-3-quinolinecarboxylic acid in 4 ml of dimethylformamide. After 1 hour under reflux, the reaction mixture is cooled to 0° C. and the product is filtered off with suction and dried. 1.33 g of 1-cyclopropyl-6,8-difluoro-1,4-dihydro-7-(3-(3-nitro-benzylideneamino)-pyrrolidin-1-yl)-4-oxo-5-vinyl-3-quinolinecarboxylic acid are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05578604
Source datasetuspto-grants-1996_11
ORD IDord-c4fcb7b832a5423ebc06d0a659bc3cf5
Source noteuspto-grants-1996_11