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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1081425Generated: November 3, 2026

Triethylamine → HCID 14774121, compound

https://huagongshe.com/reaction/1081425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Cyclopropyl-6,7-difluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 14651254—
Reactanttert-Butyl [(3-methylpyrrolidin-3-yl)methyl]carbamateHCID 15129218—
SolventAcetonitrileHCID 6342—
ProductHCID 14774121HCID 1477412174.9%

Reaction Steps

A mixture of 0.61 g (2.18 mmol) of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylic acid, 0.56 g (2.61 mmol) of 3-[(t-butoxycarbonyl)aminomethyl]-3-methylpyrrolidine, 0.66 g (6.54 mmol) of triethylamine, and 25 mL of acetonitrile was refluxed for 6 hours, then stirred overnight at room temperature. The precipitate was collected by filtration and washed with acetonitrile and ether. The crude product was suspended in 20 mL of 6N hydrochloric acid and 20 mL of glacial acetic acid and was stirred at room temperature for 3 hours. The solution was concentrated and the residue was triturated with ether. The solid was removed by filtration, washed with ether, and dried to give 0.61 g of the title compound as the hydrochloride, mp 250°-252° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05585491
Source datasetuspto-grants-1996_12
ORD IDord-d23f5e59a2d942a0b2a1a14dc993dfdc
Source noteuspto-grants-1996_12