METHYL 6-PHENYLNICOTINATE

Base Information

• Chemical Name: METHYL 6-PHENYLNICOTINATE
• CAS No.: 4634-13-3
• Molecular Formula: C13H11 N O2
• Molecular Weight: 213.236
• Hs Code.: 2933399990
• Mol file: 4634-13-3.mol

Synonyms:Nicotinicacid, 6-phenyl-, methyl ester (7CI,8CI); 6-Phenylpyridine-3-carboxylic acidmethyl ester; Methyl 6-phenylnicotinate; Methyl 6-phenylpyridine-3-carboxylate

Chemical Property of METHYL 6-PHENYLNICOTINATE

Chemical Property:

• Vapor Pressure: 0.000114mmHg at 25°C
• Melting Point: >1100(dec.)
• Boiling Point: 336.2°Cat760mmHg
• Flash Point: 157.1°C
• PSA: 39.19000
• Density: 1.147g/cm³
• LogP: 2.53520

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-phenyl-5-pyridinecarboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of METHYL 6-PHENYLNICOTINATE

There total 32 articles about METHYL 6-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: 95.0%

6-Chloronicotinic acid methyl ester (73781-91-6) + diphenylzinc (1078-58-6) → methyl 6-phenylnicotinate (4634-13-3)

Guidance literature:

With tripiperidino-phosphine; nickel dichloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 100 ℃; for 1h;

DOI:10.1002/chem.201101037

Reference yield: 94.0%

6-Chloronicotinic acid methyl ester (73781-91-6) + phenylboronic acid (98-80-6) → methyl 6-phenylnicotinate (4634-13-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,4-dioxane; water; at 110 ℃; for 2.33333h; Inert atmosphere;

Reference yield: 93.0%

methanol (67-56-1) + 6-phenylpyridine-3-carboxylic acid (29051-44-3) → methyl 6-phenylnicotinate (4634-13-3)

Guidance literature:

With sulfuric acid; for 16h; Reflux;

DOI:10.1021/acs.orglett.6b03085

upstream raw materials:

methyl 3-pyridinecarboxylate

phenyl chloroformate

iodobenzene

1-Ethoxycarbonyl-3-methoxycarbonyl-pyridinium; chloride

Downstream raw materials:

2-phenyl-5-hydroxymethylpyridine

C₂₇H₂₄N₂O₄S

Cycloheptyl-(6-phenyl-pyridin-3-ylmethyl)-amine

2-phenyl-5-pyridinecarboxaldehyde

Refernces

• 1、 Jin, Chengzhi,Li, Guanying,Wu, Xia,Liu, Jiangping,Wu, Weijun,Chen, Yazhou,Sasaki, Toshio,Chao, Hui,Zhang, Ye. "Robust Packing of a Self-Assembling Iridium Complex via Endocytic Trafficking for Long-Term Lysosome Tracking". supporting information. p. 7597 - 7601. Retrieved 2021/03/06.
• 2、 Cook, Adam,Prakash, Sekar,Zheng, Yan-Long,Newman, Stephen G.. "Exhaustive Reduction of Esters Enabled by Nickel Catalysis". supporting information. p. 8109 - 8115. Retrieved 2020/05/20.