Ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate
• CAS No.: 3424-43-9
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60391204
• Nikkaji Number: J2.258.708K
• Wikidata: Q82188494
• Mol file: 3424-43-9.mol

Synonyms:3424-43-9;ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate;ethyl 6-hydroxy-2-methylnicotinate;ethyl 2-methyl-6-oxo-1H-pyridine-3-carboxylate;2-Methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid ethyl ester;MFCD01871481;6-HYDROXY-2-METHYL-NICOTINIC ACID ETHYL ESTER;ETHYL 6-HYDROXY-2-METHYLPYRIDINE-3-CARBOXYLATE;3-Pyridinecarboxylic acid, 1,6-dihydro-2-methyl-6-oxo-, ethyl ester;SCHEMBL612717;Ethyl2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate;DTXSID60391204;UEZSEPUDNLUVNJ-UHFFFAOYSA-N;AMY34096;AKOS006275981;AB55501;SY097061;6-hydroxy-2-methylnicotinic acid ethyl ester;CS-0049505;FT-0743731;3N-028;A848666;2-Methyl-6-oxo-1,6-dihydronicotinic acid ethyl ester;Ethyl 2-methyl-6-oxo-1 pound not6-dihydropyridine-3-carboxylate;Ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate, AldrichCPR

Chemical Property of Ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

Chemical Property:

• Vapor Pressure: 4.61E-05mmHg at 25°C
• Boiling Point: 349.7oC at 760 mmHg
• Flash Point: 165.3oC
• PSA: 59.42000
• Density: 1.163g/cm3
• LogP: 1.27230
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 302

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=O)C=C1)C

Technology Process of Ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

There total 25 articles about Ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate 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: 85.0%

sodium ethanolate (141-52-6) + (Z)-5-(2-carbamoylvinyl)-1,3,6-trimethyluracil (95387-37-4) → ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (3424-43-9)

Guidance literature:

In ethanol; for 2h; Heating;

DOI:10.1021/jo00209a030

Reference yield: 84.0%

5-ethyl 1-methyl 4-(1-amino-ethylidene)-pent-2-enedioate (1039037-16-5) → ethyl 6-hydroxy-2-methylnicotinate (3424-43-9)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 160 ℃; for 16h;

Reference yield: 62.0%

2-methyl-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester (4027-39-8) → ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (3424-43-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; for 5h; Heating / reflux;

upstream raw materials:

2-methyl-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester

5-ethyl 1-methyl 4-(1-amino-ethylidene)-pent-2-enedioate

ethyl 3-aminobut-2-enoate

(2E,4Z)-5-ethyl 1-methyl 4-(1-aminoethylidene)pent-2-enedioate

Downstream raw materials:

ethyl 6-methoxy-2-methylnicotinate

ethyl 1,2-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylate

6-hydroxy-2-methyl-nicotinic acid

ethyl 6-chloro-2-methylnicotinate