Ethyl isonicotinoylacetate

Base Information

• Chemical Name: Ethyl isonicotinoylacetate
• CAS No.: 26377-17-3
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.202
• Hs Code.: 29333990
• European Community (EC) Number: 247-635-1
• DSSTox Substance ID: DTXSID40180976
• Nikkaji Number: J248.914G
• Wikidata: Q72476540
• ChEMBL ID: CHEMBL2035667
• Mol file: 26377-17-3.mol

Synonyms:ethyl isonicotinoylacetate;26377-17-3;ethyl 3-oxo-3-(pyridin-4-yl)propanoate;ethyl 3-oxo-3-pyridin-4-ylpropanoate;ethyl 3-oxo-3-(4-pyridyl)propionate;Ethyl 3-(4-pyridyl)-3-oxopropionate;MFCD00094021;EINECS 247-635-1;ethyl 3-oxo-3-(4-pyridinyl)propanoate;3-Oxo-3-pyridin-4-yl-propionic acid ethyl ester;ethyl isonicotinoyl acetate;Ethyl (Isonicotinoyl)acetate;Oprea1_792658;SCHEMBL315471;CHEMBL2035667;DTXSID40180976;Ethyl ss-oxo-4-pyridinepropanoate;PCJNYGPKMQQCPX-UHFFFAOYSA-N;Ethyl beta-oxo-4-pyridinepropanoate;Isonicotinoylacetic acid ethyl ester;STL124112;AKOS000265392;(Isonicotinoyl)acetic Acid Ethyl Ester;CS-W002366;PB13020;PS-5517;ethyl 3-(4-pyridinyl)-3-oxopropionate;AC-28889;AM803606;BP-11288;Ethyl 3-(pyridin-4-yl)-3-oxopropanoate;SY017675;ethyl 3-oxo-3-(pyridin-4-yl)-propionate;A5241;BB 0218102;E1032;FT-0638598;beta-Oxo-4-pyridinepropionic acid ethyl ester;EN300-54834;3-Oxo-3-(4-pyridyl)propionic Acid Ethyl Ester;3-Oxo-3-pyridin-4-ylpropionic acid ethyl ester;ETHYL 3-(PYRIDIN-4-YL)-3-OXOPROPIONATE;ETHYL 3-OXO-3-(PYRIDIN-4-YL)PROPIONATE;3-Oxo-3-(pyridin-4-yl)propanoic acid ethyl ester;4-Pyridinepropanoic acid, beta-oxo-, ethyl ester;J-520898

Chemical Property of Ethyl isonicotinoylacetate

Chemical Property:

• Appearance/Colour: off-white to yellow-brown crystalline powder
• Vapor Pressure: 0.00189mmHg at 25°C
• Melting Point: 53-59 °C
• Refractive Index: 1.51
• Boiling Point: 291.966 °C at 760 mmHg
• PKA: 8.61±0.25(Predicted)
• Flash Point: 130.377 °C
• PSA: 56.26000
• Density: 1.156 g/cm³
• LogP: 1.21750
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl3-Oxo-3-(pyridin-4-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: CCOC(=O)CC(=O)C1=CC=NC=C1

Technology Process of Ethyl isonicotinoylacetate

There total 13 articles about Ethyl isonicotinoylacetate 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: 93.5%

isonicotinic acid ethylester (1570-45-2) + ethyl acetate (141-78-6) → ethyl 3-oxo-3-(4-pyridyl)propanoate (26377-17-3)

Guidance literature:

With sodium ethanolate; at 25 - 105 ℃; for 4h; Temperature;

Reference yield: 87.0%

isonicotinic acid ethylester (1570-45-2) + ethyl acetate (141-78-6) → ethyl 3-oxo-3-(4-pyridyl)propanoate (26377-17-3) + ethyl acetoacetate (141-97-9)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.04.008

Reference yield: 86.0%

isonicotinic acid ethylester (1570-45-2) + ethyl acetate (141-78-6) → pyridine-4-carboxylic acid (55-22-1) + ethyl 3-oxo-3-(4-pyridyl)propanoate (26377-17-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 10 - 20 ℃; for 2.5h; Reagent/catalyst; Solvent;

DOI:10.1021/acs.oprd.0c00403

upstream raw materials:

isonicotinic acid ethylester

ethyl acetate

sodium ethyl acetylacetate enolate

isonicotinoyl azide

Downstream raw materials:

2-amino-6-[4]pyridyl-3H-pyrimidin-4-one

3-(3-nitro-phenyl)-1,5-di-[4]pyridyl-pentane-1,5-dione

2-isonicotinoyl-3-phenyl-acrylic acid ethyl ester

3-(4-dimethylamino-phenyl)-2,4-diisonicotinoyl-glutaric acid diethyl ester

Refernces

• 1、 Yao, Hong,Uras, Giuseppe,Zhang, Pengfei,Xu, Shengtao,Yin, Ying,Liu, Jie,Qin, Shuai,Li, Xinuo,Allen, Stephanie,Bai, Renren,Gong, Qi,Zhang, Haiyan,Zhu, Zheying,Xu, Jinyi. "Discovery of Novel Tacrine-Pyrimidone Hybrids as Potent Dual AChE/GSK-3 Inhibitors for the Treatment of Alzheimer's Disease". . p. 7483 - 7506. Retrieved 2021/06/28.
• 2、 Liu, Hao-Nan,Cao, Hao-Qiang,Cheung, Chi Wai,Ma, Jun-An. "Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis". supporting information. p. 1396 - 1401. Retrieved 2020/02/22.