Methyl 3-oxo-3-(pyridin-4-yl)propanoate

Base Information

• Chemical Name: Methyl 3-oxo-3-(pyridin-4-yl)propanoate
• CAS No.: 829-45-8
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• Hs Code.: 2933399090
• European Community (EC) Number: 816-909-8
• DSSTox Substance ID: DTXSID10437141
• Wikidata: Q82252524
• Mol file: 829-45-8.mol

Synonyms:829-45-8;Methyl 3-oxo-3-(pyridin-4-yl)propanoate;METHYL 3-(4-PYRIDYL)-3-OXOPROPANOATE;methyl 3-oxo-3-pyridin-4-ylpropanoate;MFCD00466380;Methyl3-(4-Pyridyl)-3-oxopropanoate;SCHEMBL1919299;DTXSID10437141;AKOS000282929;SB53020;AM804381;SY005601;CS-0037567;FT-0757292;EN300-81901;A864322;F1967-1624;Z336079818;3-OXO-3-PYRIDIN-4-YL-PROPIONIC ACID METHYL ESTER

Chemical Property of Methyl 3-oxo-3-(pyridin-4-yl)propanoate

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 65-68 °C
• Boiling Point: 276.491oC at 760 mmHg
• PKA: 8.59±0.25(Predicted)
• Flash Point: 121.018oC
• PSA: 56.26000
• Density: 1.189g/cm3
• LogP: 0.82740
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

98%min ^*data from raw suppliers

Methyl3-Oxo-3-(pyridin-4-yl)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=O)C1=CC=NC=C1

Technology Process of Methyl 3-oxo-3-(pyridin-4-yl)propanoate

There total 11 articles about Methyl 3-oxo-3-(pyridin-4-yl)propanoate 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: 96.0%

methyl (4-pyridyl) ketone (1122-54-9) + carbonic acid dimethyl ester (616-38-6) → methyl 3-(pyridin-4-yl)-3-oxo-propionate (829-45-8)

Guidance literature:

With sodium hydride; In toluene; for 4h; Inert atmosphere; Reflux;

DOI:10.3390/molecules200917275

Reference yield: 82.0%

4-pyridinecarboxylic acid, methyl ester (2459-09-8) + acetic acid methyl ester (79-20-9) → methyl 3-(pyridin-4-yl)-3-oxo-propionate (829-45-8)

Guidance literature:

With sodium hydride; for 2.5h; Heating;

Reference yield: 66.0%

C9H8NO3(1-)*K(1+) → methyl 3-(pyridin-4-yl)-3-oxo-propionate (829-45-8)

Guidance literature:

With acetic acid; In water;

upstream raw materials:

4-pyridinecarboxylic acid, methyl ester

acetic acid methyl ester

(Z)-3-Hydroxy-3-pyridin-4-yl-acrylic acid methyl ester

methyl (4-pyridyl) ketone

Downstream raw materials:

1-(pyridine-4-yl)propane-1,3-diol

1-methyl-3-oxo-2-phenyl-5-(pyridin-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde

1-methyl-3-oxo-2-phenyl-5-(pyridin-4-yl)-2,3-dihydro-1H-pyrazole-4-carboxylic acid

1-methyl-2-phenyl-5-(pyridin-4-yl)-1,2-dihydropyrazol-3-one

Refernces

• 1、 Galli, Ubaldina,Ciraolo, Elisa,Massarotti, Alberto,Margaria, Jean Piero,Sorba, Giovanni,Hirsch, Emilio,Tron, Gian Cesare. "The guareschi pyridine scaffold as a valuable platform for the identification of selective PI3K inhibitors". supporting information. p. 17275 - 17287. Retrieved 2015/12/01.
• 2、 Liu, Longbin,Norman, Mark H.,Lee, Matthew,Xi, Ning,Siegmund, Aaron,Boezio, Alessandro A.,Booker, Shon,Choquette, Debbie,D'Angelo, Noel D.,Germain, Julie,Yang, Kevin,Yang, Yajing,Zhang, Yihong,Bellon, Steven F.,Whittington, Douglas A.,Harmange, Jean-Christophe,Dominguez, Celia,Kim, Tae-Seong,Dussault, Isabelle. "Structure-based design of novel class II c-Met inhibitors: 2. SAR and kinase selectivity profiles of the pyrazolone series". scheme or table. p. 1868 - 1897. Retrieved 2012/05/04.