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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267614Generated: October 26, 2026

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

https://huagongshe.com/reaction/1267614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTrifluoroacetic acidHCID 6422—
Reactant7-[2-(t-Butoxycarbonyl)-8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acidHCID 86584733—
SolventDichloromethaneHCID 6344—
Product1-Cyclopropyl-6,8-difluoro-7-[8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-4-oxo-1,4-dihydro-3-quinolinecarboxylic acidHCID 5443591387.4%

Reaction Steps

7-[2-(t-butoxycarbonyl)-8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid was dissolved in 5 ml of dichloromethane and thereto 1ml of trifluoroacetic acid was added dropwise. The mixture was stirred for 5 hours at room temperature and thereto 10 ml of ethylether was added. It was additionally stirred for 1 hour, and thus precipitated solid was filtered and dried. Thus obtained solid was dissolved in 5 ml of diluted sodium hydroxide and neutralized with diluted hydrochloric acid. The resulting precipitate was filtered and dried to give 115 mg of the titled compound (yield: 87.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552196B2
Source datasetuspto-grants-2003_04
ORD IDord-202379544ef649cab86be840ca0c513a
Source noteuspto-grants-2003_04