2-Pyridinecarboxylic acid, 5-methyl-, methyl ester, 1-oxide

Base Information

• Chemical Name: 2-Pyridinecarboxylic acid, 5-methyl-, methyl ester, 1-oxide
• CAS No.: 401792-77-6
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• DSSTox Substance ID: DTXSID50465367
• Wikidata: Q82291237
• Mol file: 401792-77-6.mol

Synonyms:401792-77-6;2-(methoxycarbonyl)-5-methylpyridine 1-oxide;2-Pyridinecarboxylic acid, 5-methyl-, methyl ester, 1-oxide;2-(METHOXYCARBONYL)-5-METHYLPYRIDIN-1-IUM-1-OLATE;methyl 5-methyl-1-oxidopyridin-1-ium-2-carboxylate;SCHEMBL2255243;DTXSID50465367;SPFVTFLCOJWOKZ-UHFFFAOYSA-N;SY348953;2-(methoxycarbonyl)-5-methylpyridine1-oxide;G11496;A1-32570

Chemical Property of 2-Pyridinecarboxylic acid, 5-methyl-, methyl ester, 1-oxide

Chemical Property:

• PSA: 51.76000
• LogP: 1.21010
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ，98% ^*data from raw suppliers

5-Methyl-1-oxy-pyridine-2-carboxylicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C[N+](=C(C=C1)C(=O)OC)[O-]

Technology Process of 2-Pyridinecarboxylic acid, 5-methyl-, methyl ester, 1-oxide

There total 4 articles about 2-Pyridinecarboxylic acid, 5-methyl-, methyl ester, 1-oxide 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: 83.0%

methyl 5-methylpyridine-2-carboxylate (29681-38-7) → methyl 5-methyl-2-pyridinecarboxylate N-oxide (401792-77-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

Reference yield: 58.0%

→ methyl 5-methyl-2-pyridinecarboxylate N-oxide (401792-77-6)

Guidance literature:

Reference yield:

2,5-dimethylpyridine (589-93-5) → methyl 5-methyl-2-pyridinecarboxylate N-oxide (401792-77-6)

Guidance literature:

Multi-step reaction with 3 steps

1: SeO₂ / pyridine / 26 h / Heating

2: 8.2 g / conc. H₂SO₄ / 8 h / Heating

3: 78 percent / m-CPBA / CHCl₃ / 15 h / 20 °C

With selenium(IV) oxide; sulfuric acid; 3-chloro-benzenecarboperoxoic acid; In pyridine; chloroform;

DOI:10.1016/S0040-4020(02)00670-1

upstream raw materials:

methyl 5-methylpyridine-2-carboxylate

2-carboxy-5-methylpyridine

2,5-dimethylpyridine

Downstream raw materials:

methyl 6-chloro-5-methylpyridine-2-carboxylate

methyl 4-chloro-5-methylpyridine-2-carboxylate

5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic acid

(+)-methyl N-(benzyloxycarbonyl)-3-[2-(methoxycarbonyl)-6-methoxy-5-pyridinyl]-L-alaninate