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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267613Generated: October 26, 2026

Diethyl Ether → 1-Cyclopropyl-6-fluoro-7-[8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid methane sulfonate

https://huagongshe.com/reaction/1267613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMethanesulfonic AcidHCID 6395—
ReactantTrifluoroacetic acidHCID 6422—
Reactant7-[2-(t-Butoxycarbonyl)-8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acidHCID 86584732—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
Product1-Cyclopropyl-6-fluoro-7-[8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid methane sulfonateHCID 8810313128.5%

Reaction Steps

7-[2-(t-butoxycarbonyl)-8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-1-cyclo propyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolincarboxylic acid was dissolved in 5 ml of dichloromethane and thereto 1 ml of trifluoroacetic acid was added by dropping. The resulting mixture was stirred at room temperature for 18 hours, and thereto 10 ml of ethylether was added. The resulting precipitate was filtered and dried. Thus obtained solid was dissolved in 2 ml of diluted NaOH and neutralized with diluted hydrochloric acid, and the resulting precipitate was filtered and dried. The solid thus obtained was added to 2 ml of 1N-methanesulfonic acid in ethanol and stirred at room temperature for 3 hours. The precipitate was filtered and dried to give 35 mg of the titled compound (yield: 28.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552196B2
Source datasetuspto-grants-2003_04
ORD IDord-bab81d6078ec4c2982d9ed893792754f
Source noteuspto-grants-2003_04