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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 980639Generated: October 27, 2026

Dimethylformamide → 1-Ethyl-6-fluoro-7-[3-(methylaminomethyl)pyrrolidin-1-yl]-4-oxo-quinoline-3-carboxylic acid

https://huagongshe.com/reaction/980639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 800521—
ReactantN-Methyl-1-(pyrrolidin-3-yl)methanamineHCID 13491795—
SolventAcetonitrileHCID 6342—
Product1-Ethyl-6-fluoro-7-[3-(methylaminomethyl)pyrrolidin-1-yl]-4-oxo-quinoline-3-carboxylic acidHCID 46593385.3%

Reaction Steps

A mixture of 1.00 g (3.95 mmole) 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 10 ml N,N-dimethylformamide, 75 ml acetonitrile, and 1.35 g (11.85 mmole) of N-methyl-3-pyrrolidinemethanamine were refluxed overnight. The reaction was cooled to room temperature and filtered The precipitate was washed with water, ethanol/ether (1:3), and finally with ether until dry to give 1.17 g of 1-ethyl-6-fluoro-1,4-dihydro-7-[3-[(methylamino)methyl]-1-pyrrolidinyl]-4-oxo-3-quinolinecarboxylic acid, mp 247°-250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04638067
Source datasetuspto-grants-1987_01
ORD IDord-faa93c6b83ca4368993a4345e0ae87b3
Source noteuspto-grants-1987_01