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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2302229Generated: October 31, 2026

Triethylamine → 8-Cyano-1-cyclopropyl-6-fluoro-7-((1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0]non-yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

https://huagongshe.com/reaction/2302229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(4aS,7aS)-octahydropyrrolo[3,4-b][1,4]oxazineHCID 15069982—
Reactant7-Chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acidHCID 15347191—
SolventAcetonitrileHCID 6342—
Product8-Cyano-1-cyclopropyl-6-fluoro-7-((1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0]non-yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acidHCID 22958372—

Reaction Steps

1.00 g (3.26 mmol) of 7-chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylicacid are stirred under argon at 40-45° C. for 25 hours with 501 mg (3.91 mmol) of (1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0]nonane and 0.9 ml of triethylamine in 30 ml of acetonitrile. All volatile components are removed in vacuo and the residue is recrystallized from ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06432948B1
Source datasetuspto-grants-2002_08
ORD IDord-c194f68c8e2b4d288a91e3c40c9adc5b
Source noteuspto-grants-2002_08