5-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Base Information

• Chemical Name: 5-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid
• CAS No.: 66909-27-1
• Molecular Formula: C₇H₇NO₃
• Molecular Weight: 153.137
• Hs Code.: 2933399090
• European Community (EC) Number: 962-646-8
• DSSTox Substance ID: DTXSID00495831
• Wikidata: Q72494205

Synonyms:66909-27-1;5-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid;5-METHYL-6-OXO-1,6-DIHYDRO-PYRIDINE-3-CARBOXYLIC ACID;5-methyl-6-oxo-1H-pyridine-3-carboxylic acid;6-hydroxy-5-methylnicotinic acid;MFCD17677015;SCHEMBL480033;DTXSID00495831;AMY20698;RB1153;AKOS015842438;AKOS022634948;DS-17305;SY034396;CS-0035754;6-hydroxy-5-methylpyridine-3-carboxylic acid;2-hydroxy-3-methyl-5-pyridine carboxylic acid;EN300-264904;A851875;1,6-dihydro-5-methyl-6-oxopyridine-3-carboxylic acid;F1957-0264;5-Methyl-6-oxo-1 pound not6-dihydropyridine-3-carboxylic acid

Chemical Property of 5-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Chemical Property:

• Melting Point: 327-329℃
• PSA: 70.42000
• LogP: 0.79380
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 275

Purity/Quality:

98% ^*data from raw suppliers

5-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CNC1=O)C(=O)O

Technology Process of 5-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

There total 4 articles about 5-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid 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: 94.0%

methyl 6-hydroxy-5-methylnicotinate (66909-31-7) → 6-hydroxy-5-methylnicotinic acid (66909-27-1)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01871

Reference yield: 61.0%

carbon dioxide (124-38-9,18923-20-1) + 5-bromo-3-methylpyridin-2(1H)-one (89488-30-2) → 5-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (66909-27-1)

Guidance literature:

5-bromo-3-methylpyridin-2(1H)-one; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

With hydrogenchloride; water;

DOI:10.1016/j.bmc.2009.05.069

Reference yield:

→ 5-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (66909-27-1)

Guidance literature:

With methanol; sodium hydroxide; at 100 ℃; for 2h;

upstream raw materials:

methyl 6-hydroxy-5-methylnicotinate

carbon dioxide

5-bromo-3-methylpyridin-2(1H)-one

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