Ethyl 2-cyano-2-pyridin-3-YL-acetate

Base Information

• Chemical Name: Ethyl 2-cyano-2-pyridin-3-YL-acetate
• CAS No.: 39266-24-5
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.2
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80556454
• Nikkaji Number: J2.579.557A
• Mol file: 39266-24-5.mol

Synonyms:39266-24-5;ETHYL 2-CYANO-2-PYRIDIN-3-YL-ACETATE;Ethyl 2-cyano-2-(pyridin-3-yl)acetate;ethyl 2-cyano-2-pyridin-3-ylacetate;ethyl 2-cyano-2-(3-pyridyl)acetate;6-AMINO-4-METHYLINDOLE;ethyl cyano(3-pyridinyl)acetate;SCHEMBL13516527;DTXSID80556454;Ethyl cyano(pyridin-3-yl)acetate;HIUYWGBJSNFGKT-UHFFFAOYSA-N;MFCD03412467;AKOS006276398;AB14394;Ethyl2-cyano-2-(pyridin-3-yl)acetate;ethyl 2-cyano-2-pyridin-3-yl-ethanoate;CS-0340092;2-cyano-2-(3-pyridinyl)acetic acid ethyl ester;A824495;J-520746

Chemical Property of Ethyl 2-cyano-2-pyridin-3-YL-acetate

Chemical Property:

• PSA: 62.98000
• LogP: 1.25188
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-cyano-2-pyridin-3-yl-acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-cyano-2-pyridin-3-YL-acetate

There total 4 articles about Ethyl 2-cyano-2-pyridin-3-YL-acetate 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: 85.0%

3-Bromopyridine (626-55-1,163928-56-1) + ethyl 2-cyanoacetate (105-56-6) → α-cyanopyridine-3-acetate (39266-24-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium tert-butylate; palladium diacetate; In 1,4-dioxane; at 70 ℃;

DOI:10.1021/jo7024338

Reference yield: 4.0%

3,5-dichloropyridine (2457-47-8) + ethyl 2-cyanoacetate (105-56-6) → α-cyanopyridine-3-acetate (39266-24-5) + (5-Chloro-3-pyridinyl)cyanoacetic acid ethyl ester

Guidance literature:

With 4,4'-bipyridine; potassium hydroxide; potassium tert-butylate; potassium bromide; In ammonia; at -38 ℃; electrochemical synthesis, working electrode: platinum grid, constant current 200 mA;

DOI:10.1021/jo00106a009

Reference yield:

3-iodopyridine (1120-90-7) + ethyl 2-cyanoacetate (105-56-6) → α-cyanopyridine-3-acetate (39266-24-5)

Guidance literature:

With sodium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Yield given. Multistep reaction; 1.) DME, r.t., 10 min ; 2.) reflux, 6 h;

upstream raw materials:

3-Bromopyridine

ethyl 2-cyanoacetate

3-iodopyridine

3,5-dichloropyridine