96568-04-6

Basic information

• Product Name: Ethyl 2,6-dichloro-5-fluoro-pyridine-3-acetoacetate
• Synonyms: Ethyl 2,6-dichloro-5-fluornicotinoylacetate;ETHYL 2,6-DICHLORO-5-FLUORO-BETA-OXO-3-PYRIDINEPROPIONATE;ETHYL 2,6-DICHLORO-5-FLUORONICOTINOYL ACETATE;ETHYL-2,6-DICHLORO-5-FLUORO-NICOTINYLACETATE;ETHYL 2,6-DICHLORO-5-FLUORO PYRIDINE-3-ACETOACETATE;ETHYL 3-[2,6-DICHLORO-5-FLUORO-(3-PYRIDIYL)]-3-OXOPROPANOATE;ETHYL 3-(2,6-DICHLORO-5-FLUOROPYRIDIN-3-YL)-3-OXOPROPANOATE;ETHYL 3-(2,6-DICHORO-5-FLUOROPYRID-3-YL)-3-OXOPROPIONATE
• CAS NO: 96568-04-6
• Molecular Formula: C₁₀H₈Cl₂FNO₃
• Molecular Weight: 280.08
• EINECS: 1533716-785-6
• Product Categories: Pharmaceutical Intermediates;Intermediate of Enoxacin;C9 to C46Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 96568-04-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 68-72 °C(lit.)
• Boiling Point: 349.9 °C at 760 mmHg
• Flash Point: 165.4 °C
• Appearance: /
• Density: 1.4602 (estimate)
• Vapor Pressure: 4.57E-05mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 9.43±0.50(Predicted)
• CAS DataBase Reference: Ethyl 2,6-dichloro-5-fluoro-pyridine-3-acetoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2,6-dichloro-5-fluoro-pyridine-3-acetoacetate(96568-04-6)
• EPA Substance Registry System: Ethyl 2,6-dichloro-5-fluoro-pyridine-3-acetoacetate(96568-04-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 96568-04-6(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Enoxacin intermediate.

General Description

Ethyl 2,6-dichloro-5-fluoro-β-oxo-3-pyridinepropionate is a β-keto ester.

InChI:InChI=1/C10H8Cl2FNO3/c1-2-17-8(16)4-7(15)5-3-6(13)10(12)14-9(5)11/h3H,2,4H2,1H3

Upstream product

• 1071-46-1 hydrogen ethyl malonate 
• 6148-64-7 ethyl potassium malonate 
• 113237-18-6 5-fluoro-2,6-dihydroxynicotinonitrile 
• 82671-02-1 2,6-dichloro-5-fluoro-pyridine-3-carbonitrile 
• 120876-32-6 ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate 
• 113237-20-0 2,6-dichloro-5-fluoropyridine-3-carboxamide 
• 82671-03-2 ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate 
• 82671-06-5 2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid 
• 96568-02-4 2,6-dichloro-5-fluoro-3-nicotinoyl chloride 
• 120876-33-7 ethyl 2-hydrazono-2-(2,6-dichloro-5-fluoronicotinoyl)acetate 
• 96568-03-5 diethyl (2,6-dichloro-5-fluoro-pyridine-3-carbonyl)-malonate 
• 35227-78-2 diethyl (ethoxymagnesio)malonate 

Downstream Products

• 1248444-37-2 ethyl 6-amino-4-(4-bromo-2-chlorophenyl)-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4H-pyran-3-carboxylate 
• 1248444-38-3 ethyl 6-amino-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4-(2,3-difluorophenyl)-4H-pyran-3-carboxylate 
• 1248444-41-8 ethyl 6-amino-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4-(2-fluoro-4-methylphenyl)-4H-pyran-3-carboxylate 
• 1248444-47-4 ethyl 6-amino-4-(4-chloro-2-(trifluoromethyl)phenyl)-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4H-pyran-3-carboxylate 
• 1248444-55-4 ethyl 6-amino-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4-(4-fluorophenyl)-4H-pyran-3-carboxylate 
• 1248444-35-0 ethyl 6-amino-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4-phenyl-4H-pyran-3-carboxylate 
• 1248444-46-3 ethyl 6-amino-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4-(p-tolyl)-4H-pyran-3-carboxylate 
• 1248444-43-0 ethyl 6-amino-4-(4-chlorophenyl)-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4H-pyran-3-carboxylate 
• 1248444-34-9 ethyl 6-amino-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4-(4-nitrophenyl)-4H-pyran-3-carboxylate 
• 1248444-53-2 ethyl 6-amino-4-(3-bromophenyl)-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4H-pyran-3-carboxylate 
• 1248444-44-1 ethyl 6-amino-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4-(3-nitrophenyl)-4H-pyran-3-carboxylate 
• 1248444-52-1 ethyl 6-amino-5-cyano-4-(4-cyanophenyl)-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4H-pyran-3-carboxylate 
• 1248444-50-9 ethyl 6-amino-5-cyano-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4-(2,4-dichlorophenyl)-4H-pyran-3-carboxylate 
• 1248444-32-7 ethyl 6-amino-5-cyano-4-(3-cyanophenyl)-2-(2,6-dichloro-5-fluoropyridin-3-yl)-4H-pyran-3-carboxylate 

Relevant articles and documents

Synthesis, antimycobacterial and antibacterial activity of 1-(6-amino-3,5-difluoropyridin-2-yl)fluoroquinolone derivatives containing an oxime functional moiety

A series of novel 1-(6-amino-3,5-difluoropyridin-2-yl)fluoroquinolone derivatives containing an oxime functional moiety were synthesized and evaluated for their biological activity. Our results reveal that compounds 9a-9c have considerable activity against both of MTB H37Rv ATCC 27294 (MICs: 3.81-7.13 μg/mL) and methicillin-sensitive Staphylococcus aureus strains (MICs: 0.008-0.5 μg/mL).

1,8-Naphthyridine-3-carboxamide derivatives with anticancer and anti-inflammatory activity

A number of 1-propargyl-1,8-naphthyridine-3-carboxamide derivatives (15-35) have been synthesized and screened for their in vitro cytotoxicity and anti-inflammatory activity. Compounds 22, 31 and 34 have shown high cytotoxicity against a number of cancer cell lines, while compound 24 showed significant anti-inflammatory activity.

A PROCESS FOR PREPARING BETA-KETOESTER COMPOUNDS

The present invention relates to a process for preparing a beta-keto ester compound of formula (1) , which is an intermediate for the synthesis of quinolone antibiotics. Particularly, the present invention is characterized by the reaction of an organo nitrile compound with a salt of mono-alkyl malonate in the presence of metal salt, and so the reaction is easy to control due to its endothermic nature, and is devoid of lachrymatory reagents with excellent reproducibility. Subsequent in situ hydrolysis in the presence of aqueous acid solution provided the compound of formula (1).