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

Base Information

• Chemical Name: (Z)-2-(2,6-Dichloro-5-fluoro-pyridine-3-carbonyl)-3-(2,4-dimethoxy-benzylamino)-acrylic acid ethyl ester
• CAS No.: 110286-39-0
• Molecular Formula: C₂₀H₁₉Cl₂FN₂O₅
• Molecular Weight: 457.286
• Mol file: 110286-39-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about (Z)-2-(2,6-Dichloro-5-fluoro-pyridine-3-carbonyl)-3-(2,4-dimethoxy-benzylamino)-acrylic 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:

2,4-Dimethoxybenzylamine (20781-20-8) + 2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester (96568-05-7) → (Z)-2-(2,6-Dichloro-5-fluoro-pyridine-3-carbonyl)-3-(2,4-dimethoxy-benzylamino)-acrylic acid ethyl ester (110286-39-0)

Guidance literature:

In dichloromethane; at 25 ℃; for 3h;

DOI:10.1016/j.bmcl.2004.03.091

Reference yield:

ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate (96568-04-6) → (Z)-2-(2,6-Dichloro-5-fluoro-pyridine-3-carbonyl)-3-(2,4-dimethoxy-benzylamino)-acrylic acid ethyl ester (110286-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride / 2 h / 130 °C

2: CH₂Cl₂ / 1 h / 20 °C

With acetic anhydride; In dichloromethane;

DOI:10.1021/ol0481378

Reference yield:

(Z)-2-(2,6-Dichloro-5-fluoro-pyridine-3-carbonyl)-3-(2,4-dimethoxy-benzylamino)-acrylic acid ethyl ester (110286-39-0) → 7-chloro-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid ethyl ester (110286-57-2)

Guidance literature:

With potassium carbonate; In acetonitrile; for 16h; Heating;

DOI:10.1016/j.bmcl.2004.03.091

upstream raw materials:

2,4-Dimethoxybenzylamine

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

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

Downstream raw materials:

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

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

1-(2,4-dimethoxy-benzyl)-6-fluoro-7-pyrrolidin-1-yl-1H-[1,8]naphthyridin-4-one

1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde