ChemicalBook > Product Catalog >Pharmaceutical intermediates >Heterocyclic compound >Pyridine compound >Hydroxypyridine >Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate

Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate

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Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate manufacturers

Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate Basic information
Product Name:Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate
Synonyms:ETHYL 1-(2,4-DIFLUOROPHENYL)-7-CL-6-F-4-O-HYDROPYRIDINO[2,3-B]PYRIDINE-3-CARBOXYLATE;Ethyl 1-(2,4-difluorophenyl)-7-Cl-6-F-4-O-hydropyridino[2,3-b]pyridine-3-carboxylate,99%;Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate;Ethyl 1-(2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxohydropyridino[2,3-b]pyridine-3-Carboxylate;ethyl1-(2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxohydropyridino[2,3-b]pyridine-3-c;ETHYL 7-CHLORO-1-(2,4-DIFLUOROPHENYL)-6-FLUORO-1,4-DIHYDRO-4-OXONAPHTHYRIDINE-3-CARBOXYLATE;7-Chloro-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester;Ethyl 1-(2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxopyridino[2,3-b]pyridine-3-carboxylate
CAS:100491-29-0
MF:C17H10ClF3N2O3
MW:382.72
EINECS:422-360-1
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals;Heterocycles;Intermediates
Mol File:100491-29-0.mol
Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate Structure
Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate Chemical Properties
Melting point 212-215 °C
Boiling point 502.5±50.0 °C(Predicted)
density 1.4752 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility DMSO (Slightly, Heated), Methanol (Very Slightly, Heated)
form Solid
pka-3.23±0.70(Predicted)
color White to Off-White
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 37/39-26
HS Code 29339980
MSDS Information
ProviderLanguage
ACROS English
Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate Usage And Synthesis
Chemical Propertiesalmost white powder
UsesAn intermediate of Trovafloxacin (T893000) and analogs.
Synthesis
3-Pyridinepropanoic acid, 2-[(2,4-difluorophenyl)amino]-5-fluoro-6-methoxy-β-oxo-, ethyl ester

105152-47-4

ETHYL 1-(2,4-DIFLUOROPHENYL)-7-CHORO-6-FLUORO-4-OXO-HYDROPYRIDINO[2,3-B] PYRIDINE-3-CARBOXYLATE

100491-29-0

(1) 250 mg of phosphoryl chloride was slowly added dropwise to 4 mL of N,N-dimethylformamide followed by 200 mg of 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinoyl]ethyl acetate under cooling conditions in an ice bath and stirred for 10 min keeping the same temperature. Next, ethyl acetate was added to the reaction mixture. The reaction system was warmed up to 50-60°C for 3.5 hours. Upon completion of the reaction, the mixture was poured into 50 mL of ice water and extracted by adding 20 mL of chloroform, the organic layer was separated, washed with 20 mL of water and subsequently dried with anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure, 5 mL of ether was added to the residue, and the crystals were collected by filtration to afford 150 mg (72.2% yield) of ethyl 7-chloro-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-diazanaphthalene-3-carboxylate, melting point 217-220 °C. The solvent was concentrated under reduced pressure. Crystals with melting points of 219-221°C were obtained by recrystallization from acetone-methanol solvent mixture (1:1, v/v). Elemental analysis (C17H10N2O3ClF3) Calculated values (%): C, 53.35; H, 2.63; N, 7.32. Measured values (%): C, 53.61; H, 2.47; N, 6.96.

References[1] Patent: US4704459, 1987, A
Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate Preparation Products And Raw materials
Raw materials3-Pyridinepropanoic acid, 2-[(2,4-difluorophenyl)amino]-5-fluoro-6-methoxy-β-oxo-, ethyl ester-->Ethyl-2-(2,6-dichlor-5-fluorpyridin-3-carbonyl)-3-(2,4-difluorphenylamino)-acrylat-->Water-->Diethyl ether-->trichlorophosphate-->N,N-Dimethylformamide-->Chloroform
Tag:Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate(100491-29-0) Related Product Information
Methyl 4-amino-3-methylbenzoate Methyl 2-bromo-3-methylbenzoate 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid Ethyl Ester 7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid 1-(2,4-DIFLUOROPHENYL)-6-1LUORO-7-CHLONDE-4-OXO-1,4-DIHYDRO-1,8-NAPTHYRIDINE-3-CARBOXYLIC ACID[TOSUFLOXACIN PHARMACEUTICAL INTERMEDIATE] 2-Chloro-3-fluoropyridine Ethyl 2-acetyl-3-(dimethylamino)acrylate 3-Oxo-3-pyridin-3-yl-propionic acid ethyl ester 5-Acetyl-2-methylpyridine Methyl nicotinoylacetate 2-Chloro-3-fluoro-5-methylpyridine 1-(6-CHLOROPYRIDIN-3-YL)PROPAN-1-ONE Ethyl 1-(2,4-difluorophenyl)-7-choro-6-fluoro-4-oxo-hydropyridino[2,3-b] pyridine-3-carboxylate 5-Fluoro-3-methyl-pyridin-2-ylamine 3-(2-Chloropyrid-5-yl)-propanoic acid 7-CHLORO-6-FLUORO-4-OXO-1-PHENYL-1,4-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID Ethanone,1-(5-fluoro-3-pyridinyl)- 7-CHLORO-6-FLUORO-4-OXO-1-PHENYL-1,4-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER