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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 620891Generated: October 30, 2026

Triethylamine → 5-Amino-7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

https://huagongshe.com/reaction/620891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-butyl N-(pyrrolidin-3-yl)carbamateHCID 2757234—
Reactant5-Amino-8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic AcidHCID 14896546—
SolventAcetonitrileHCID 6342—
Product5-Amino-7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic AcidHCID 302592463%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 1.57 g (5 mmol) of 5-amino-8-chloro-1-cyclo- propyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid in 20 ml of acetonitrile was added 0.93 g (5 mmol) of 3-[(t-butoxycarbonyl)amino]pyrrolidine and 1.0 g (10 mmol) of triethylamine. The mixture was refluxed for three hours, cooled, and filtered. The solids were washed with acetonitrile and ether, then dissolved in 10 ml of acetic acid and 2 ml of 3 N hydrochloric acid. The mixture was heated at 100° C. for four hours, concentrated, and triturated with 2-propanol. The solid that formed was filtered and washed with ether to give 1.2 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04822801
Source datasetuspto-grants-1989_04
ORD IDord-6b0acb7de82d456b80610d70ca5a8278
Source noteuspto-grants-1989_04