Ethyl 3-(pyridin-2-yl)acrylate

Base Information

• Chemical Name: Ethyl 3-(pyridin-2-yl)acrylate
• CAS No.: 7340-23-0
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• DSSTox Substance ID: DTXSID001245328
• Mol file: 7340-23-0.mol

Synonyms:ethyl 3-(pyridin-2-yl)acrylate;MFCD16140351;ETHYL (E)-3-(2-PYRIDYL)ACRYLATE;DTXSID001245328;ethyl 3-(pyridin-2-yl)-acrylate;AKOS030240820;ethyl 3-(pyridin-2-yl)prop-2-enoate;3-pyridin-2-yl-acrylic acid ethyl ester;NCI60_014588;SY125931;FT-0668386

Chemical Property of Ethyl 3-(pyridin-2-yl)acrylate

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC=CC=N1

Technology Process of Ethyl 3-(pyridin-2-yl)acrylate

There total 40 articles about Ethyl 3-(pyridin-2-yl)acrylate 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%

pyridine-2-carbaldehyde (1121-60-4) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → (E)-ethyl 3-(2-pyridyl)-propenoate (7340-23-0,33788-40-8,70526-11-3)

Guidance literature:

In tetrahydrofuran; for 24h;

DOI:10.1021/jm00074a010

Reference yield: 98.0%

(E)-ethyl 3-(N-oxypyridin-2-yl)acrylate (90922-50-2,259729-55-0) → (E)-ethyl 3-(2-pyridyl)-propenoate (7340-23-0,33788-40-8,70526-11-3)

Guidance literature:

With phosphorus trichloride; In toluene; at 25 ℃; for 0.25h;

DOI:10.1021/ja8026295

Reference yield: 92.0%

2-Hydroxymethylpyridine (586-98-1) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → (E)-ethyl 3-(2-pyridyl)-propenoate (7340-23-0,33788-40-8,70526-11-3)

Guidance literature:

With pyrrolidine; [2,2]bipyridinyl; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In 5,5-dimethyl-1,3-cyclohexadiene; at 65 ℃; for 24h; stereoselective reaction; Schlenk technique; Sealed tube; Green chemistry;

DOI:10.1016/j.tetlet.2017.09.020

upstream raw materials:

(E)-3-(2-pyridyl)acrylic acid

pyridine-2-carbaldehyde

diethoxyphosphoryl-acetic acid ethyl ester

ethyl acetate

Downstream raw materials:

2-[2-(5-Methyl-1H-imidazol-4-ylmethylsulfanyl)-ethylamino]-5-pyridin-2-ylmethyl-1H-pyrimidin-4-one; hydrochloride

2-[2-(3-Bromo-pyridin-2-ylmethylsulfanyl)-ethylamino]-5-pyridin-2-ylmethyl-1H-pyrimidin-4-one; hydrobromide

Refernces

• 1、 Cocoletzi-Xochitiotzi, Ana Patricia,Hernández-Hernández, Miguel,Medina-Mercado, Ignacio,Jiménez-Martínez, Williams De Jesús,Mastranzo, Virginia Maricela,Porcel, Susana. "Gold-catalyzed partial hydrogenation of activated alkynes mediated by triphenylphosphine". supporting information. p. 2379 - 2386. Retrieved 2020/08/19.
• 2、 Chen, Dong-Dong,Zhang, Bing-Yu,Liu, Xiu-Xiu,Li, Xing-Qiang,Yang, Xin-Juan,Zhou, Le. "Bioactivity and structure–activity relationship of cinnamic acid derivatives and its heteroaromatic ring analogues as potential high-efficient acaricides against Psoroptes cuniculi". supporting information. p. 1149 - 1153. Retrieved 2018/03/05.