Methyl 5-methoxynicotinate

Base Information

• Chemical Name: Methyl 5-methoxynicotinate
• CAS No.: 29681-46-7
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.16196
• Hs Code.: 2933399990
• European Community (EC) Number: 625-210-5
• DSSTox Substance ID: DTXSID80584878
• Wikidata: Q72492690
• Mol file: 29681-46-7.mol

Synonyms:Methyl 5-methoxynicotinate;29681-46-7;Methyl 5-methoxypyridine-3-carboxylate;3-Pyridinecarboxylic acid, 5-methoxy-, methyl ester;MFCD09265109;Methyl5-Methoxy-3-Pyridinecarboxylate;SCHEMBL1439962;AMY3707;DTXSID80584878;JIRJAOSTLIQOCY-UHFFFAOYSA-N;AKOS015851681;Methyl 5-methoxypyridine 3-carboxylate;PB10663;AS-32699;SY240024;CS-0046214;Methyl 5-methoxypyridine-3-carboxylate, 90%;EN300-1073126;J-017600;METHYL 5-METHOXY-3-PYRIDINECARBOXYLATE, 90%;Z1255443133

Chemical Property of Methyl 5-methoxynicotinate

Chemical Property:

• Vapor Pressure: 0.021mmHg at 25°C
• Melting Point: 54-59 °C
• Refractive Index: 1.504
• Boiling Point: 250.891°C at 760 mmHg
• PKA: 2.39±0.10(Predicted)
• Flash Point: 110 °C
• PSA: 48.42000
• Density: 1.156g/cm³
• LogP: 0.87680
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• 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% ^*data from raw suppliers

Methyl 5-methoxynicotinate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-methoxynicotinate

There total 11 articles about Methyl 5-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: 50.0%

5-methoxy-3-pyridinylboronic acid (850991-69-4) + O-methyl S-p-methylphenyl thiocarbonate (3186-53-6) → methyl 5-methoxypyridine-3-carboxylate (29681-46-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; trifuran-2-yl-phosphane; In 1,4-dioxane; at 60 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.0c00198

Reference yield: 33.0%

methyl 5-hydroxy-3-pyridinecarboxylate (30766-22-4) + methyl iodide (74-88-4) → methyl 5-methoxypyridine-3-carboxylate (29681-46-7)

Guidance literature:

methyl 5-hydroxy-3-pyridinecarboxylate; With sodium methylate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

methyl iodide; With sodium methylate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm0000719

Reference yield: 16.0%

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) + Methyl formate (107-31-3) → methyl 5-methoxypyridine-3-carboxylate (29681-46-7)

Guidance literature:

With sodium methylate; copper(l) chloride; In methanol; at 115 ℃; for 4h; Inert atmosphere; Sealed tube;

DOI:10.1039/d1cc00056j

upstream raw materials:

methyl 5-hydroxy-3-pyridinecarboxylate

methyl iodide

diazomethane

phenyltrimethylammonium chloride

Downstream raw materials:

(5-methoxypyridin-3-yl)methanol

methyl 2-(difluoromethyl)-5-methoxynicotinate

methyl 4-(difluoromethyl)-5-methoxynicotinate

methyl 6-(difluoromethyl)-5-methoxynicotinate