Ethyl 2-cyanonicotinate

Base Information

• Chemical Name: Ethyl 2-cyanonicotinate
• CAS No.: 75358-90-6
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.17
• Hs Code.: 2933399090
• European Community (EC) Number: 806-130-1
• DSSTox Substance ID: DTXSID60508779
• Wikidata: Q72473952
• Mol file: 75358-90-6.mol

Synonyms:Ethyl 2-cyanonicotinate;75358-90-6;Ethyl 2-cyanopyridine-3-carboxylate;3-Pyridinecarboxylic acid, 2-cyano-, ethyl ester;ethyl 2-cyano-3-pyridinecarboxylate;SCHEMBL2800784;DTXSID60508779;KOAWFXMHARNHJY-UHFFFAOYSA-N;2-Cyano-nicotinic acid ethyl ester;AMY17197;MFCD07368152;AKOS006285064;AB31816;CS-W022660;AC-14850;DS-14307;Ethyl 2-cyanopyridine-3-carboxylate, 97%;FT-0693305;C76409;F9995-2554

Chemical Property of Ethyl 2-cyanonicotinate

Chemical Property:

• Vapor Pressure: 0.000196mmHg at 25°C
• Melting Point: 35-40°C
• Refractive Index: 1.528
• Boiling Point: 327.9 °C at 760 mmHg
• Flash Point: 152.1 °C
• PSA: 62.98000
• Density: 1.21 g/cm³
• LogP: 1.12998
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

ethyl2-cyanonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-cyanonicotinate

There total 6 articles about Ethyl 2-cyanonicotinate 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: 100.0%

dicyanozinc (557-21-1) + ethyl 2-chloronicotinate (1452-94-4) → ethyl 2-cyanopyridine-3-carboxylate (75358-90-6)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; zinc; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In ISOPROPYLAMIDE; at 120 ℃; for 1h;

Reference yield: 70.0%

2-Aminocarbonylnicotinic acid (5860-70-8) + chloroformic acid ethyl ester (541-41-3) → ethyl 2-cyanopyridine-3-carboxylate (75358-90-6)

Guidance literature:

With triethylamine;

Reference yield: 36.0%

1-oxy-nicotinic acid ethyl ester (14906-63-9) + trimethylsilyl cyanide (7677-24-9) → 5-ethoxycarbonyl-2-pyridinecarbonitrile (76196-79-7) + ethyl 2-cyanopyridine-3-carboxylate (75358-90-6)

Guidance literature:

With triethylamine; In acetonitrile; for 3h; Heating;

upstream raw materials:

2-Aminocarbonylnicotinic acid

chloroformic acid ethyl ester

1-oxy-nicotinic acid ethyl ester

trimethylsilyl cyanide

Downstream raw materials:

ethyl 2-(aminomethyl)-3-pyridinecarboxylate hydrochloride

ethyl imidazo[1,5-a]pyridine-8-carboxylate

2-(imidazo[1,5-a]pyridin-8-ylmethoxy)-5-methoxybenzaldehyde

Refernces

• 1、 -. "SUBSTITUTED BENZALDEHYDE COMPOUNDS AND METHODS FOR THEIR USE IN INCREASING TISSUE OXYGENATION". Paragraph 0141. . Retrieved 2013/07/19.
• 2、 Kim, Sung Hwan,Kim, Se Hee,Kim, Ko Hoon,Kim, Jae Nyoung. "Facile synthesis of 3,3-diallyl isoindolones via a indium-mediated double allylation of ortho-cyanobenzoates". experimental part. p. 860 - 862. Retrieved 2010/03/24.