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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600859Generated: October 31, 2026

Hydrochloric Acid → 7-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

https://huagongshe.com/reaction/600859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl 7-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylateHCID 67271688—
SolventAcetic AcidHCID 176—
Product7-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 5775868093%

Reaction Steps

Ethyl 7-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylate (1.40 g, 4.56 mmol) was dissolved in acetic acid (4 ml), and after adding concentrated hydrochloric acid (4 ml) thereto, it was heated under reflux for 3 hours. After cooling, the reaction solution was poured into ice water (50 ml) and the precipitated crystals were filtered out. After washing the filtered-out crystals with an excess amount of water, washing in cold ethanol and washing in diethyl ether were performed in that order, and after drying under a reduced pressure, 1.18 g (93%) of the title compound was obtained in the form of a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902226B2
Source datasetuspto-grants-2011_03
ORD IDord-597121bfda5c4cbda520ef4b3f4906bc
Source noteuspto-grants-2011_03