Ethyl 6-cyanopicolinate

Base Information

• Chemical Name: Ethyl 6-cyanopicolinate
• CAS No.: 97483-79-9
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.175
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID20540099
• Wikidata: Q82415979
• Mol file: 97483-79-9.mol

Synonyms:Ethyl 6-cyanopicolinate;97483-79-9;ETHYL 6-CYANOPYRIDINE-2-CARBOXYLATE;Ethyl 6-cyano-2-pyridinecarboxylate;MFCD09261080;Ethyl6-cyanopicolinate;2-Pyridinecarboxylic acid, 6-cyano-, ethyl ester;SCHEMBL2962800;DTXSID20540099;FYOOHRDXEPERKP-UHFFFAOYSA-N;AKOS006332375;DS-17276;SY102428;CS-0043720;S11644

Chemical Property of Ethyl 6-cyanopicolinate

Chemical Property:

• Melting Point: 71-72 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 330.0±27.0 °C(Predicted)
• PKA: -1.88±0.10(Predicted)
• PSA: 62.98000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 1.12998
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.5
• 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:

97% ^*data from raw suppliers

ethyl6-cyanopyridine-2-carboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC(=N1)C#N

Technology Process of Ethyl 6-cyanopicolinate

There total 4 articles about Ethyl 6-cyanopicolinate 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: 72.0%

copper(l) cyanide + 6-bromopyridine-2-carboxylic acid ethyl ester (21190-88-5) → ethyl-6-cyano-2-pyridinecarboxylate (97483-79-9)

Guidance literature:

for 6h; Reflux; Inert atmosphere;

Reference yield: 60.0%

6-bromopyridine-2-carboxylic acid ethyl ester (21190-88-5) + copper(II) cyanide → ethyl-6-cyano-2-pyridinecarboxylate (97483-79-9)

Guidance literature:

With pyridine; for 16h; Inert atmosphere; Reflux;

Reference yield: 30.0%

2-oxo-propionic acid ethyl ester (617-35-6) + 2-Cyanopyridine (100-70-9,1232006-36-8) → 2-cyano-isonicotinic acid ethyl ester (58481-14-4) + ethyl-6-cyano-2-pyridinecarboxylate (97483-79-9)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; iron(II) sulfate; In water; for 0.25h; Product distribution; other cyanopyridines, alkyl pyridinecarboxylates and eyhyl 4-pyridazinecarboxylate; other alkyl pyruvate; var. ratios reagents and solvents;

DOI:10.3987/R-1987-03-0731

upstream raw materials:

2-oxo-propionic acid ethyl ester

2-Cyanopyridine

2-(ethoxycarbonyl)pyridine-1-oxide

trimethylsilyl cyanide

Downstream raw materials:

ethyl 6-((tert-butoxycarbonylamino)methyl)picolinate

Refernces

• 1、 -. "Bicyclic aza-amides for treatment of psychiatric disorders". Paragraph 0070; 0073. . Retrieved 2014/02/15.
• 2、 Wang, Yansong,Kirschner, Alexander,Fabian, Anne-Katrin,Gopalakrishnan, Ranganath,Kress, Christoph,Hoogeland, Bastiaan,Koch, Uwe,Kozany, Christian,Bracher, Andreas,Hausch, Felix. "Increasing the efficiency of ligands for FK506-binding protein 51 by conformational control". supporting information. p. 3922 - 3935. Retrieved 2013/06/27.