Methyl 6-methoxynicotinate

Base Information

• Chemical Name: Methyl 6-methoxynicotinate
• CAS No.: 26218-80-4
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2933399090
• European Community (EC) Number: 607-886-3
• DSSTox Substance ID: DTXSID30342940
• Wikidata: Q72492631
• Mol file: 26218-80-4.mol

Synonyms:Methyl 6-methoxynicotinate;26218-80-4;methyl 6-methoxypyridine-3-carboxylate;Methyl 2-methoxypyridine-5-carboxylate;6-Methoxynicotinic acid methyl ester;3-PYRIDINECARBOXYLIC ACID, 6-METHOXY-, METHYL ESTER;METHYL 2-METHOXY-5-PYRIDINECARBOXYLATE;MFCD00674130;Methyl6-methoxynicotinate;methyl-6-methoxynicotinate;methyl6-methoxy-nicotinate;methyl 6-methoxy-nicotinate;SCHEMBL65277;AMY2392;DTXSID30342940;HMS1719D17;BCP21672;6-Methoxy nicotinic acid methyl Ester;AKOS000121577;CS-W005354;PB33918;PS-3796;Nicotinic acid, 6-methoxy-, methyl ester;SY018615;6-Hydroxynicotinic acid di-methyl derivative;FT-0621177;EN300-16611;6-Hydroxynicotinic acid, methyl ether, methyl ester;J-522559

Chemical Property of Methyl 6-methoxynicotinate

Chemical Property:

• Vapor Pressure: 0.0438mmHg at 25°C
• Melting Point: 48-53°C
• Boiling Point: 237.9oC at 760 mmHg
• PKA: 1.36±0.10(Predicted)
• Flash Point: 97.7oC
• PSA: 48.42000
• Density: 1.156g/cm3
• LogP: 0.87680
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99%min ^*data from raw suppliers

Methyl6-Methoxynicotinate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=C(C=C1)C(=O)OC

Technology Process of Methyl 6-methoxynicotinate

There total 6 articles about Methyl 6-methoxynicotinate 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: 60.0%

2-chloro-5-(Trichloromethyl)-pyridine (69045-78-9) → 6-methoxy-nicotinic acid methyl ester (26218-80-4)

Guidance literature:

With sodium;

DOI:10.1016/S0040-4039(01)91414-5

Reference yield: 60.0%

methanol (67-56-1) + 2-chloro-5-(Trichloromethyl)-pyridine (69045-78-9) → 6-methoxy-nicotinic acid methyl ester (26218-80-4)

Guidance literature:

With sodium; for 18h; Ambient temperature;

Reference yield: 9.5%

methanol (67-56-1) + methyl 3-pyridinecarboxylate (93-60-7) → 4-methylnicotinic acid methyl ester (33402-75-4) + Methyl 6-methylnicotinate (5470-70-2) + 2-methoxynicotinic acid methyl ester (67367-26-4) + 6-methoxy-nicotinic acid methyl ester (26218-80-4)

Guidance literature:

With sulfuric acid; for 1h; Product distribution; Mechanism; Irradiation; effect of additives; variation of temp., acid concn.; further alcohol;

DOI:10.1246/cl.1980.131

upstream raw materials:

methanol

2-chloro-5-(Trichloromethyl)-pyridine

methyl 3-pyridinecarboxylate

6-nitronicotinic acid

Downstream raw materials:

6-hydroxy-3-pyridinecarboxylic acid

methyl 6-hydroxynicotinate

(6-methoxypyridin-3-yl)methanol

6-methoxy-3-pyridinecarboxaldehyde

Refernces

• 1、 Sugimori, Akira,Tobita, Etsuo,Kumagai, Yasuyuki,Sato, Gen P.. "Multiple Paths for Photo-alkylation and -alkoxylation of 3-Pyridinecarboxylic Ester in Alcohol. Simultaneous Contribution of Several Kinds of Excited States". . p. 1761 - 1766. Retrieved 1981.
• 2、 Dainter, Ronald S.,Jackson, Tracey,Omar, Abdirahman H. H.,Suschitzky, Hans,Wakefield, Basil J.,Hughes, Nigel,Nelson, Anthony J.,Varvounis, George. "Transformations of trichloromethyl groups during reactions of 3-trichloromethylpyridines with methoxide". . p. 283 - 287. Retrieved 2007/10/02.