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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246952Generated: October 30, 2026

Hydrochloric Acid → Ethyl 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-hydroxy-4-oxo-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/246952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantEthyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinoyl]acetateHCID 178472175—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
ProductEthyl 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-hydroxy-4-oxo-1,8-naphthyridine-3-carboxylateHCID 17846955638.9%

Reaction Steps

In 2 ml of benzene was suspended 200 mg of ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinoyl]acetate, and 87 mg of N,N-dimethylformamide dimethylacetal was added thereto, after which the resulting mixture was subjected to reaction under reflux for 10 hours. Thereafter the crystals thus deposited were collected by filtration. To the crystals thus obtained were added 0.5 ml of methanol and 1 ml of water, and the pH thereof was adjusted to 1.0 with 2N hydrochloric acid, after which the crystals thus deposited were collected by filtration to obtain 80 mg (yield 38.9%) of ethyl 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-hydroxy-4-oxo-1,8-naphthyridine-3-carboxylate having a melting point of 243°-248° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04704459
Source datasetuspto-grants-1987_11
ORD IDord-055f2393fed74d798468ce98d25de428
Source noteuspto-grants-1987_11