2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester

Base Information

• Chemical Name: 2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester
• CAS No.: 96568-05-7
• Molecular Formula: C₁₃H₁₂Cl₂FNO₄
• Molecular Weight: 336.147
• Mol file: 96568-05-7.mol

Synonyms:2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester

Chemical Property of 2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester

There total 1 articles about 2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester 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:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → 2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester (96568-05-7)

Guidance literature:

Multi-step reaction with 3 steps

1: PCl₅ / 0.13 h / 100 °C

2: 2.) p-TsOH*H₂O / 1.) ether, RT, 2 h, 2.) H₂O, reflux, 2.5 h

3: Ac₂O / 15 h / 130 °C

With phosphorus pentachloride; acetic anhydride; toluene-4-sulfonic acid;

DOI:10.1021/jm00081a013

Reference yield: 45.0%

2,6-difluoroaniline (5509-65-9) + 2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester (96568-05-7) → ethyl 7-chloro-1-(2,6-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Guidance literature:

2,6-difluoroaniline; 2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h;

With potassium carbonate; In dichloromethane; Reflux;

Reference yield:

2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester (96568-05-7) → ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (100491-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 1 h / Ambient temperature

2: NaH / dioxane / 1 h / Ambient temperature

With sodium hydride; In 1,4-dioxane; ethanol;

DOI:10.1021/jm00081a013

upstream raw materials:

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

Downstream raw materials:

7-Chloro-6-fluoro-1-(1-methyl-2-phenylsulfanyl-ethyl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

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

7-chloro-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid ethyl ester

(Z)-2-(2,6-Dichloro-5-fluoro-pyridine-3-carbonyl)-3-(2,4-dimethoxy-benzylamino)-acrylic acid ethyl ester