Methyl 2-hydroxy-6-methylisonicotinate

Base Information

• Chemical Name: Methyl 2-hydroxy-6-methylisonicotinate
• CAS No.: 98491-78-2
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2933399090
• European Community (EC) Number: 640-636-1
• DSSTox Substance ID: DTXSID10556149
• Wikidata: Q72491381
• Mol file: 98491-78-2.mol

Synonyms:Methyl 2-hydroxy-6-methylisonicotinate;98491-78-2;Methyl 2-hydroxy-6-methylpyridine-4-carboxylate;methyl 2-methyl-6-oxo-1H-pyridine-4-carboxylate;MFCD13188667;METHYL6-METHYL-2-HYDROXYPYRIDINE-4-CARBOXYLATE;SCHEMBL2897844;SCHEMBL21326545;DTXSID10556149;Methyl 6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate;Methyl2-hydroxy-6-methylisonicotinate;AKOS022637358;AB66882;PS-4782;AC-23276;SY128161;CS-0081058;A845867;J-522030;4-pyridinecarboxylic acid, 2-hydroxy-6-methyl-, methyl ester;6-Methyl-2-oxo-1,2-dihydro-pyridine-4-carboxylic acid methyl ester

Chemical Property of Methyl 2-hydroxy-6-methylisonicotinate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 224-225℃
• Boiling Point: 365.511°C at 760 mmHg
• Flash Point: 174.855°C
• PSA: 59.42000
• Density: 1.236g/cm³
• LogP: 0.88220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 289

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-hydroxy-6-methylisonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=O)N1)C(=O)OC

Technology Process of Methyl 2-hydroxy-6-methylisonicotinate

There total 7 articles about Methyl 2-hydroxy-6-methylisonicotinate 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%

methanol (67-56-1) + 1,6-Dimethyl-2-oxo-1,2-dihydro-pyridine-4-carboxylic acid (956386-40-6) → 6-Methyl-2-oxo-1,2-dihydro-pyridine-4-carboxylic acid methyl ester (98491-78-2)

Guidance literature:

methanol; 1,6-Dimethyl-2-oxo-1,2-dihydro-pyridine-4-carboxylic acid; With chloro-trimethyl-silane; at 20 ℃; for 36h;

With sodium hydrogencarbonate; In methanol; dichloromethane; water;

Reference yield:

methanol (67-56-1) + 2-hydroxy-6-methylpyridine-4-carboxylic acid (86454-13-9) → methyl 6-methyl-2-hydroxypyridine-4-carboxylate (98491-78-2)

Guidance literature:

With thionyl chloride; at 20 ℃; Cooling with ice;

Reference yield:

ethyl 2,4-diketopentanoate (615-79-2) → methyl 6-methyl-2-hydroxypyridine-4-carboxylate (98491-78-2)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol; diethylamine

2: aqueous HCl

3: diethyl ether

With hydrogenchloride; diethyl ether; ethanol; diethylamine;

upstream raw materials:

diazomethane

2-hydroxy-6-methylpyridine-4-carboxylic acid

methanol

3-cyano-2-hydroxy-6-methyl-isonicotinic acid

Downstream raw materials:

2-hydroxy-6-methyl-isonicotinic acid benzylidenehydrazide

methyl 2-methylisonicotinate

2-chloro-6-methylpyridine-4-carboxylic acid

4,4'-dimethyl 6,6'-bis(bromomethyl)-[2,2'-bipyridine]-4,4'-dicarboxylate