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

Base Information

• Chemical Name: ETHYL 1-(2,4-DIFLUOROPHENYL)-7-CHORO-6-FLUORO-4-OXO-HYDROPYRIDINO[2,3-B] PYRIDINE-3-CARBOXYLATE
• CAS No.: 100491-29-0
• Molecular Formula: C17H10ClF3N2O3
• Molecular Weight: 382.726
• Hs Code.: 29339980
• European Community (EC) Number: 422-360-1
• DSSTox Substance ID: DTXSID30361479
• Nikkaji Number: J385.981I
• Wikidata: Q72474389
• Mol file: 100491-29-0.mol

Synonyms:7-Chloro-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylicacid ethyl ester;7-Chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylicacid ethyl ester;7-Chloro-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylicacid ethyl ester;Ethyl1-(2,4-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate;

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

Chemical Property:

• Appearance/Colour: almost white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 212-215 °C
• Refractive Index: 1.589
• Boiling Point: 502.504 °C at 760 mmHg
• PKA: -3.23±0.70(Predicted)
• Flash Point: 257.705 °C
• PSA: 61.19000
• Density: 1.523 g/cm³
• LogP: 3.63310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly, Heated), Methanol (Very Slightly, Heated)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 382.0332044
• Heavy Atom Count: 26
• Complexity: 606

Purity/Quality:

99% ^*data from raw suppliers

7-Chloro-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN(C2=NC(=C(C=C2C1=O)F)Cl)C3=C(C=C(C=C3)F)F
• Uses: An intermediate of Trovafloxacin (T893000) and analogs.

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

There total 11 articles about ETHYL 1-(2,4-DIFLUOROPHENYL)-7-CHORO-6-FLUORO-4-OXO-HYDROPYRIDINO[2,3-B] PYRIDINE-3-CARBOXYLATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.5%

ethyl-3,1-(2,4-difluoroanilino)-2-(2,6-dichloro-5-fluoronicotinyl) acrylate (100490-99-1) → ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (100491-29-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 1h; Heating;

Reference yield: 85.0%

ethyl 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-methoxy-4-oxo-1,8-naphthyridine-3-carboxylate → ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (100491-29-0)

Guidance literature:

In diethyl ether; trichlorophosphate;

Reference yield: 72.2%

ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinoyl]acetate (105152-47-4) → ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (100491-29-0)

Guidance literature:

With trichlorophosphate; In diethyl ether; chloroform; water; N,N-dimethyl-formamide;

upstream raw materials:

ethyl-3,1-(2,4-difluoroanilino)-2-(2,6-dichloro-5-fluoronicotinyl) acrylate

ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

2,6-dichloro-5-fluoro-3-nicotinoyl chloride

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

Downstream raw materials:

1-(2,4-Difluoro-phenyl)-7-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

7-(1-tert-Butoxycarbonyl-2-oxo-propyl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

7-((1R,5S,6R)-6-Dibenzylamino-3-aza-bicyclo[3.1.0]hex-3-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Refernces

• 1、 -. "ANTIVIRAL AND ANTIMICROBIAL COMPOUNDS". Paragraph 0128; 0133. . Retrieved 2014/03/25.
• 2、 -. "Quinolone-and naphthyridonecarboxylic acid derivatives". . . Retrieved 2008/06/13.