5-Vinyl-3-pyridinecarboxylic acid methyl ester

Base Information

• Chemical Name: 5-Vinyl-3-pyridinecarboxylic acid methyl ester
• CAS No.: 38940-67-9
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Mol file: 38940-67-9.mol

Synonyms:Methyl 5-vinylnicotinate;3-Carbomethoxy-5-vinylpyridin;5-Vinyl-nicotinsaeure-methylester;5-vinyl-nicotinic acid methyl ester;

Chemical Property of 5-Vinyl-3-pyridinecarboxylic acid methyl ester

Chemical Property:

• Boiling Point: 255.4±28.0 °C(Predicted)
• PKA: 2.83±0.20(Predicted)
• PSA: 39.19000
• Density: 1.113±0.06 g/cm3(Predicted)
• LogP: 1.51120

Purity/Quality:

98% ^*data from raw suppliers

5-ethenyl-3-Pyridinecarboxylicacidmethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Vinyl-3-pyridinecarboxylic acid methyl ester

There total 7 articles about 5-Vinyl-3-pyridinecarboxylic acid methyl ester 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: 92.0%

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) + tri-n-butyl(vinyl)tin (7486-35-3) → 5-ethenyl-3-pyridinecarboxylic acid methyl ester (38940-67-9)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 3h; Heating;

DOI:10.1007/BF00807174

Reference yield: 74.0%

methyl 4-bromopyridine-2-carboxylate (29681-42-3) + tetramethyldivinyldisiloxane → 5-ethenyl-3-pyridinecarboxylic acid methyl ester (38940-67-9)

Guidance literature:

With C₂₅H₃₉P; tetrabutyl ammonium fluoride; palladium diacetate; In tetrahydrofuran; at 25 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201802573

Reference yield: 66.0%

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) + pinacol vinylboronate (75927-49-0) → 5-ethenyl-3-pyridinecarboxylic acid methyl ester (38940-67-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 2h; Inert atmosphere;

upstream raw materials:

5-bromo-3-pyridine carboxylic acid methyl ester

tri-n-butyl(vinyl)tin

methyl 1-acetyl-4-[(β-carbolin-1-yl)methyl]-5-vinyl-1,4-dihydropyridine-3-carboxylate

pinacol vinylboronate

Refernces

• 1、 -. "NOVEL HISTONE METHYLTRANSFERASE INHIBITORS". Page/Page column 30; 35-36. . Retrieved 2021/04/01.
• 2、 -. "HETEROCYCLIC FXR MODULATORS". Paragraph 0130. . Retrieved 2018/05/16.