Ethyl 2,4-dioxo-4-pyridin-3-ylbutanoate

Base Information

• Chemical Name: Ethyl 2,4-dioxo-4-pyridin-3-ylbutanoate
• CAS No.: 92288-94-3
• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221.213
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID801292973
• Mol file: 92288-94-3.mol

Synonyms:92288-94-3;ethyl 2,4-dioxo-4-pyridin-3-ylbutanoate;ethyl 2,4-dioxo-4-(pyridin-3-yl)butanoate;SCHEMBL2819978;ZADSMLIXHMTDJK-UHFFFAOYSA-N;DTXSID801292973;MFCD03411540;AKOS000119313;ethyl 4-(3-pyridyl)-2,4-dioxo-butyrate;Ethyl alpha,gamma-dioxo-3-pyridinebutanoate;ethyl2,4-dioxo-4-(pyridin-3-yl)butanoate;EN300-25539;F76854;2,4-dioxo-4-pyridin-3-yl-butyric acid ethyl ester;A1-00376;J-520674;ethyl 2,4-dioxo-4-pyridin-3-ylbutanoate, AldrichCPR;Z211314848

Chemical Property of Ethyl 2,4-dioxo-4-pyridin-3-ylbutanoate

Chemical Property:

• PSA: 73.33000
• LogP: 0.78660
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 221.06880783
• Heavy Atom Count: 16
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

ethyl2,4-dioxo-4-(pyridin-3-yl)butanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)CC(=O)C1=CN=CC=C1

Technology Process of Ethyl 2,4-dioxo-4-pyridin-3-ylbutanoate

There total 2 articles about Ethyl 2,4-dioxo-4-pyridin-3-ylbutanoate 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: 89.0%

methyl-3-pyridylketone (350-03-8) + oxalic acid diethyl ester (95-92-1) → 2,4-dioxo-4-pyridin-3-ylbutyric acid ethyl ester (92288-94-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; for 0.25h; Heating; Reflux;

Reference yield:

→ 2,4-dioxo-4-pyridin-3-ylbutyric acid ethyl ester (92288-94-3)

Guidance literature:

3-Acetylpyridin, 1. Diethyloxalat, NaOEt (je 1 Mol), A. (-> Na-Salz), 2. wss. HCl (-> pH 7);

Reference yield: 50.0%

2,4-dioxo-4-pyridin-3-ylbutyric acid ethyl ester (92288-94-3) → 3-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid ethyl ester (251658-58-9)

Guidance literature:

With hydrazine hydrate; In acetic acid; for 3h; Reflux;

DOI:10.1016/j.poly.2014.05.040

upstream raw materials:

methyl-3-pyridylketone

oxalic acid diethyl ester

Downstream raw materials:

2-(3-cyano-phenyl)-5-pyridin-3-yl-2H-pyrazole-3-carboxylic acid ethyl ester

ethyl 3-(3-pyridyl)pyrazole-5-carboxylate

3-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid ethyl ester

3-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid

Refernces

• 1、 Zhao, Hong,Chu, Zhao-Jing,Gao, Gui-Yuan,Huang, Huan-Huan,Qu, Zhi-Rong. "Three coordination polymers of transition metals built using HPPC ligand: Crystal structures and novel topology". . p. 143 - 149. Retrieved 2015/01/09.
• 2、 Summa, Vincenzo,Petrocchi, Alessia,Pace, Paola,Matassa, Victor G.,De Francesco, Raffaele,Altamura, Sergio,Tomei, Licia,Koch, Uwe,Neuner, Philippe. "Discovery of α,γ-Diketo Acids as Potent Selective and Reversible Inhibitors of Hepatitis C Virus NS5b RNA-Dependent RNA Polymerase". . p. 14 - 17. Retrieved 2007/10/03.