Methyl nicotinoylacetate

Base Information

• Chemical Name: Methyl nicotinoylacetate
• CAS No.: 54950-20-8
• Molecular Formula: C9H9 N O3
• Molecular Weight: 179.175
• Hs Code.: 2933399090
• European Community (EC) Number: 611-214-4
• DSSTox Substance ID: DTXSID1068986
• Nikkaji Number: J429.271E
• Wikidata: Q72493354
• Mol file: 54950-20-8.mol

Synonyms:Methyl nicotinoylacetate;54950-20-8;methyl 3-oxo-3-(pyridin-3-yl)propanoate;methyl 3-oxo-3-pyridin-3-ylpropanoate;Methyl (3-pyridinecarbonyl)acetate;3-oxo-3-pyridin-3-ylpropionic acid methyl ester;3-Pyridinepropanoic acid, beta-oxo-, methyl ester;MethylNicotinoylacetate;Methyl3-oxo-3-(pyridin-3-yl)propanoate;SCHEMBL82139;Methyl 2-(nicotinoyl)acetate;3-Pyridinepropanoic acid, .beta.-oxo-, methyl ester;DTXSID1068986;AB9779;MFCD00216524;STK353745;AKOS006221197;methyl-3-oxo-3(3-pyridinyl)propanoate;PS-5059;methyl 3-oxo-3-pyridine-3-ylpropanoate;BP-11289;CS-0103379;FT-0640281;beta-Oxo-3-pyridinepropanoic acid methyl ester;3-Oxo-2-pyridin-3-YL-propionic acid methyl ester;A830421;J-522620

Chemical Property of Methyl nicotinoylacetate

Chemical Property:

• Appearance/Colour: white to pink-brownish crystalline powder
• Vapor Pressure: 0.00323mmHg at 25°C
• Melting Point: 34-42 ºC
• Boiling Point: 283.1 °C at 760 mmHg
• PKA: 9.45±0.46(Predicted)
• Flash Point: 125 °C
• PSA: 56.26000
• Density: 1.189 g/cm³
• LogP: 0.82740
• Storage Temp.: 2-8°C
• Water Solubility.: neglegible
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 3-oxo-3-(pyridin-3-yl)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl nicotinoylacetate

There total 7 articles about Methyl nicotinoylacetate 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: 98.0%

methyl-3-pyridylketone (350-03-8) + carbonic acid dimethyl ester (616-38-6) → methyl nicotinoylacetate (54950-20-8)

Guidance literature:

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

DOI:10.3390/molecules200917275

Reference yield: 83.0%

→ methyl nicotinoylacetate (54950-20-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 5h;

Reference yield: 78.0%

methyl 3-pyridinecarboxylate (93-60-7) + acetic acid methyl ester (79-20-9) → methyl nicotinoylacetate (54950-20-8)

Guidance literature:

With sodium methylate; In toluene; for 20h; Heating;

DOI:10.1016/0968-0896(96)00001-6

upstream raw materials:

methyl 3-pyridinecarboxylate

acetic acid methyl ester

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

methyl-3-pyridylketone

Downstream raw materials:

Zimelidine

(E)-3-(4-bromophenyl)-N,N-dimethyl-3-(3-pyridyl)allylamine

(Z)-3-(4-bromophenyl)-3-(3-pyridinyl)prop-2-en-1-ol

(E)-3-(4-bromophenyl)-3-(3-pyridinyl)prop-2-en-1-ol

Refernces

• 1、 -. "PHOSPHORUS-CONTAINING PRODRUGS OF GEMCITABINE". Page/Page column 28; 29. . Retrieved 2020/01/24.
• 2、 Bertuzzi, Giulio,Crotti, Simone,Calandro, Pierpaolo,Bonini, Bianca Flavia,Monaco, Ilaria,Locatelli, Erica,Fochi, Mariafrancesca,Zani, Paolo,Strocchi, Elena,Mazzanti, Andrea,Chiariello, Mario,Franchini, Mauro Comes. "Quinone-Fused Pyrazoles through 1,3-Dipolar Cycloadditions: Synthesis of Tricyclic Scaffolds and in vitro Cytotoxic Activity Evaluation on Glioblastoma Cancer Cells". supporting information. p. 1744 - 1750. Retrieved 2018/09/11.