2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester

Base Information

• Chemical Name: 2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester
• CAS No.: 132195-45-0
• Molecular Formula: C₁₄H₁₄Cl₂FNO₄
• Molecular Weight: 350.174
• Mol file: 132195-45-0.mol

Synonyms:2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester

Chemical Property of 2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester

There total 1 articles about 2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic 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-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester (132195-45-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) MeLi / 1.) ether, THF, -30 deg C, 2 h, 2.) ether, THF, from -60 to 0 deg C, 2 h

2: PCl₅ / 0.13 h / 100 °C

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

4: 94 percent / Ac₂O / 15 h / 130 °C

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

DOI:10.1021/jm00081a013

Reference yield:

3-(tert-butoxycarbonylamino)pyrrolidine (99724-19-3,140629-77-2) + 2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester (132195-45-0) + [2-(2-fluorophenyl)ethyl]amine (52721-69-4) → C29H34F2N4O5

Guidance literature:

2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester; [2-(2-fluorophenyl)ethyl]amine; In acetonitrile; at 25 - 50 ℃; for 18h;

With potassium carbonate; In acetonitrile; at 85 ℃; for 48h;

3-(tert-butoxycarbonylamino)pyrrolidine; In acetonitrile; at 25 ℃; for 48h;

Reference yield:

3-(tert-butoxycarbonylamino)pyrrolidine (99724-19-3,140629-77-2) + 2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester (132195-45-0) + 4-Methoxyphenethylamine (55-81-2) → C28H33FN4O6

Guidance literature:

2-(ethoxymethylene)-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxopropionic acid ethyl ester; 4-Methoxyphenethylamine; With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 25 - 210 ℃; for 1.66667h; Microwave reactor;

3-(tert-butoxycarbonylamino)pyrrolidine; In acetonitrile; at 100 ℃; for 0.5h; Microwave reactor;

With lithium hydroxide; water; In methanol; acetonitrile; at 25 ℃; for 2h;

upstream raw materials:

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

Downstream raw materials:

(Z)-2-(2,6-Dichloro-5-fluoro-4-methyl-pyridine-3-carbonyl)-3-(2,4-difluoro-phenylamino)-acrylic acid ethyl ester

ethyl 2-<((4-methoxyphenyl)amino)-methylene>-3-(2,6-dichloro-3-fluoro-4-methyl-5-pyridinyl)-3-oxo-propionate

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

7-((S)-3-Amino-pyrrolidin-1-yl)-6-fluoro-1-(4-fluoro-phenyl)-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Refernces