2-PHENYL-ISONICOTINIC ACID METHYL ESTER

Base Information

• Chemical Name: 2-PHENYL-ISONICOTINIC ACID METHYL ESTER
• CAS No.: 4634-14-4
• Molecular Formula: C13H11 N O2
• Molecular Weight: 213.236
• Hs Code.: 2933399090
• Mol file: 4634-14-4.mol

Synonyms:Isonicotinicacid, 2-phenyl-, methyl ester (7CI,8CI); Methyl 2-phenylpyridine-4-carboxylate

Chemical Property of 2-PHENYL-ISONICOTINIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 3.26E-05mmHg at 25°C
• Refractive Index: 1.567
• Boiling Point: 354.8°Cat760mmHg
• Flash Point: 168.4°C
• PSA: 39.19000
• Density: 1.147g/cm³
• LogP: 2.53520

Purity/Quality:

99%min ^*data from raw suppliers

Methyl 2-phenylisonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-PHENYL-ISONICOTINIC ACID METHYL ESTER

There total 17 articles about 2-PHENYL-ISONICOTINIC 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: 99.0%

methanol (67-56-1) + 2-phenylpyridine-4-carboxylic acid (55240-51-2) → 2-phenylisonicotinic acid methyl ester (4634-14-4)

Guidance literature:

With sulfuric acid; at 85 ℃; for 12h;

DOI:10.1039/c1dt11716e

Reference yield: 86.0%

methyl 2-bromoisonicotinate (26156-48-9) + phenylboronic acid (98-80-6) → 2-phenylisonicotinic acid methyl ester (4634-14-4)

Guidance literature:

methyl 2-bromoisonicotinate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; for 0.166667h; Inert atmosphere;

phenylboronic acid; With potassium carbonate; for 48h; Heating; Inert atmosphere;

DOI:10.1016/j.poly.2016.07.029

Reference yield: 82.0%

4-oxo-2-(2-oxo-ethyl)-4-phenyl-2-(toluene-4-sulfonyl)-butyric acid methyl ester (851762-39-5) → 2-phenylisonicotinic acid methyl ester (4634-14-4)

Guidance literature:

With ammonia; In ethanol; dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.tetlet.2005.02.105

upstream raw materials:

4-pyridinecarboxylic acid, methyl ester

dibenzoyl peroxide

4-oxo-2-(2-oxo-ethyl)-4-phenyl-2-(toluene-4-sulfonyl)-butyric acid methyl ester

2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester

Downstream raw materials:

methyl 2-phenylpiperidine-4-carboxylate

2-phenylpyridine-4-carboxylic acid

4-(hydroxymethyl)-2-phenylpyridine

methyl 2-cyclohexylpiperidine-4-carboxylate hydrochloride

Refernces

• 1、 Engelhardt, Harald,B?se, Dietrich,Petronczki, Mark,Scharn, Dirk,Bader, Gerd,Baum, Anke,Bergner, Andreas,Chong, Eugene,D?bel, Sandra,Egger, Georg,Engelhardt, Christian,Ettmayer, Peter,Fuchs, Julian E.,Gerstberger, Thomas,Gonnella, Nina,Grimm, Andreas,Grondal, Elisabeth,Haddad, Nizar,Hopfgartner, Barbara,Kousek, Roland,Krawiec, Mariusz,Kriz, Monika,Lamarre, Lyne,Leung, Joyce,Mayer, Moriz,Patel, Nitinchandra D.,Simov, Biljana Peric,Reeves, Jonathan T.,Schnitzer, Renate,Schrenk, Andreas,Sharps, Bernadette,Solca, Flavio,Stadtmüller, Heinz,Tan, Zhulin,Wunberg, Tobias,Zoephel, Andreas,McConnell, Darryl B.. "Start Selective and Rigidify: The Discovery Path toward a Next Generation of EGFR Tyrosine Kinase Inhibitors". . p. 10272 - 10293. Retrieved 2019/11/21.
• 2、 Johnston, Adam J. S.,Ling, Kenneth B.,Sale, David,Lebrasseur, Nathalie,Larrosa, Igor. "Direct ortho-Arylation of Pyridinecarboxylic Acids: Overcoming the Deactivating Effect of sp2-Nitrogen". supporting information. p. 6094 - 6097. Retrieved 2016/12/09.