Methyl 2-Methoxyisonicotinate

Base Information

• Chemical Name: Methyl 2-Methoxyisonicotinate
• CAS No.: 26156-51-4
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.164
• Hs Code.: 2933399090
• European Community (EC) Number: 813-510-0
• DSSTox Substance ID: DTXSID90557614
• Wikidata: Q82439570
• Mol file: 26156-51-4.mol

Synonyms:Methyl 2-Methoxyisonicotinate;26156-51-4;methyl 2-methoxypyridine-4-carboxylate;METHYL 2-METHOXY-4-PYRIDINECARBOXYLATE;4-Pyridinecarboxylic acid, 2-methoxy-, methyl ester;MFCD08436071;2-Methoxy-isonicotinic acid methyl ester;4-Pyridinecarboxylicacid, 2-methoxy-, methyl ester;SCHEMBL17761;DTXSID90557614;KVFSHVOCUQNUNV-UHFFFAOYSA-N;AKOS005073334;LC-0768;PB23599;SY110022;CS-0053893;EN300-159792;A877351;J-522038;2-(4-HYDROXYPHENYL)-3-METHYL-4-QUINOLINECARBOXYLICACID

Chemical Property of Methyl 2-Methoxyisonicotinate

Chemical Property:

• Vapor Pressure: 0.046mmHg at 25°C
• Melting Point: 36-38ºC
• Boiling Point: °Cat760mmHg
• PKA: 1.29±0.10(Predicted)
• Flash Point: °C
• PSA: 48.42000
• Density: 1.156g/cm³
• LogP: 0.87680
• Storage Temp.: Keep Cold
• XLogP3: 1.2
• 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:

97% ^*data from raw suppliers

Methyl2-Methoxyisonicotinate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-Methoxyisonicotinate

There total 2 articles about Methyl 2-Methoxyisonicotinate 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: 75.0%

2-chloro-6-methoxyisonicotinic acid methyl ester (42521-10-8) → methyl 2-methoxyisonicotinate (26156-51-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃;

Reference yield: 5.5%

4-pyridinecarboxylic acid, methyl ester (2459-09-8) → pyridine-4-methanol (586-95-8) + methyl 2-methoxyisonicotinate (26156-51-4) + methyl 2-(hydroxymethyl)pyridine-4-carboxylate (58481-17-7) + dimethyl 3,3'-bipyridine-4,4'-dicarboxylate (82828-86-2)

Guidance literature:

With sulfuric acid; at 30 ℃; for 0.416667h; Further byproducts given; Irradiation;

DOI:10.1246/bcsj.57.1882

Reference yield: 55.0%

methyl 2-methoxyisonicotinate (26156-51-4) + toluene (108-88-3,15644-74-3,16713-13-6) → 1-(2-methoxypyridin-4-yl)-2-phenylethan-1-one

Guidance literature:

toluene; With cesium sulfate; lithium hexamethyldisilazane; In 2-methyltetrahydrofuran; at 110 ℃; for 4h; Inert atmosphere; Sealed tube;

methyl 2-methoxyisonicotinate; In 2-methyltetrahydrofuran; at 50 ℃; for 4h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.1c02446

upstream raw materials:

2-chloro-6-methoxyisonicotinic acid methyl ester

4-pyridinecarboxylic acid, methyl ester

Downstream raw materials:

2-methoxy-isonicotinic acid

2-methoxy-isonicotinic acid hydrazide

methyl 3-oxo-3-(2-methoxy-4-pyridyl)propionate

2-methoxy-4-(hydroxymethyl)-pyridine