METHYL 5-PHENYLNICOTINATE

Base Information

• Chemical Name: METHYL 5-PHENYLNICOTINATE
• CAS No.: 10177-13-6
• Molecular Formula: C13H11 N O2
• Molecular Weight: 213.236
• Hs Code.: 2933399990
• Mol file: 10177-13-6.mol

Synonyms:Nicotinicacid, 5-phenyl-, methyl ester (7CI,8CI); Methyl 5-phenylnicotinate

Chemical Property of METHYL 5-PHENYLNICOTINATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.567
• Boiling Point: 356°Cat760mmHg
• Flash Point: 169.1°C
• PSA: 39.19000
• Density: 1.147g/cm³
• LogP: 2.53520
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 5-phenylnicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 5-PHENYLNICOTINATE

There total 9 articles about METHYL 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: 98.0%

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) + phenylboronic acid (98-80-6) → methyl 5-phenylpyridine-3-carboxylate (10177-13-6)

Guidance literature:

With triethylamine; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 100 ℃; for 3h;

DOI:10.1021/jo00200a045

Reference yield: 85.0%

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) + potassium phenyltrifluoborate → methyl 5-phenylpyridine-3-carboxylate (10177-13-6)

Guidance literature:

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; N,N-dimethyl-formamide; at 70 ℃; for 6h;

DOI:10.1016/j.bmc.2008.01.050

Reference yield: 50.0%

5-amino-nicotinic acid methyl ester (36052-25-2) + iodobenzene (591-50-4) + bis(pinacol)diborane (73183-34-3) → methyl 5-phenylpyridine-3-carboxylate (10177-13-6)

Guidance literature:

5-amino-nicotinic acid methyl ester; bis(pinacol)diborane; With tert.-butylnitrite; In acetonitrile; at 80 ℃; for 2h;

iodobenzene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jo3018878

upstream raw materials:

5-bromo-3-pyridine carboxylic acid methyl ester

phenylboronic acid

nicotinic acid

3-pyridinecarbonyl chloride

Downstream raw materials:

3-hydroxymethyl-5-phenyl-pyridine

1-[(tert-butoxy)carbonyl]-5-phenylpiperidine-3-carboxylic acid

Refernces

• 1、 -. "LOX ENZYME INHIBITING METHODS AND COMPOSITIONS". Paragraph 195-197. . Retrieved 2021/10/30.
• 2、 Wang, Xiajun,He, Yongqin,Ren, Mengdan,Liu, Shengkang,Liu, He,Huang, Guosheng. "Pd-Catalyzed Ligand-Free Synthesis of Arylated Heteroaromatics by Coupling of N-Heteroaromatic Bromides with Iodobenzene Diacetate, Iodosobenzene, or Diphenyliodonium Salts". . p. 7958 - 7962. Retrieved 2016/09/09.