ethyl 5-phenylnicotinate

Base Information

• Chemical Name: ethyl 5-phenylnicotinate
• CAS No.: 116140-28-4
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.263
• Mol file: 116140-28-4.mol

Synonyms:5-phenylnicotinic acid ethyl ester

Chemical Property of ethyl 5-phenylnicotinate

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

ethyl5-phenylnicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-phenylnicotinate

There total 11 articles about ethyl 5-phenylnicotinate 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: 73.0%

ethyl 5-bromo-3-pyridinecarboxylate (20986-40-7) + phenylmagnesium chloride (100-59-4) → 5-phenylnicotinic acid ethyl ester (116140-28-4)

Guidance literature:

tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 0 ℃; for 18h;

DOI:10.1016/S0040-4039(01)01103-0

Reference yield: 73.0%

ethyl 5-bromo-3-pyridinecarboxylate (20986-40-7) + phenylmagnesium bromide (100-58-3) → 5-phenylnicotinic acid ethyl ester (116140-28-4)

Guidance literature:

phenylmagnesium bromide; With titanium(IV) tetraethanolate; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

ethyl 5-bromo-3-pyridinecarboxylate; With tributylphosphine; cobalt(II) chloride; In tetrahydrofuran; at 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol402599f

Reference yield: 71.0%

ethyl 5-bromo-3-pyridinecarboxylate (20986-40-7) + phenyllithium (591-51-5) → 5-phenylnicotinic acid ethyl ester (116140-28-4)

Guidance literature:

phenyllithium; With titanium(IV) tetraethanolate; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

ethyl 5-bromo-3-pyridinecarboxylate; With tributylphosphine; cobalt(II) chloride; In tetrahydrofuran; at 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol402599f

upstream raw materials:

ethanol

5-phenylnicotinonitrile

ethyl 5-bromo-3-pyridinecarboxylate

phenylmagnesium chloride

Downstream raw materials:

3-hydroxymethyl-5-phenyl-pyridine

chlorhydrate de l'acide phenyl-5 nipecotique

phenyl-5 nipecotate d'ethyle

Refernces

• 1、 Fu, Yun,Sun, Jian. "HMPA-catalyzed transfer hydrogenation of 3-carbonyl pyridines and other N-heteroarenes with trichlorosilane". supporting information. . Retrieved 2019/02/06.
• 2、 Chojnacka, Kinga,Papke, Roger L.,Horenstein, Nicole A.. "Synthesis and evaluation of a conditionally-silent agonist for the α7 nicotinic acetylcholine receptor". . p. 4145 - 4149. Retrieved 2013/07/26.