Ethyl 7-(2,6-dimethyl-4-pyridyl)-1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 7-(2,6-dimethyl-4-pyridyl)-1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate
• CAS No.: 40034-74-0
• Molecular Formula: C21H22N2O3
• Molecular Weight: 350.417
• European Community (EC) Number: 254-768-9
• DSSTox Substance ID: DTXSID20193100
• Nikkaji Number: J261.509F
• Wikidata: Q83065819
• Mol file: 40034-74-0.mol

Synonyms:40034-74-0;Ethyl 7-(2,6-dimethyl-4-pyridyl)-1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate;EINECS 254-768-9;Ethyl 7-(2,6-dimethylpyridin-4-yl)-1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylate;DTXSID20193100;7-(2,6-Dimethyl-4-pyridinyl)-1-ethyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid ethyl ester

Chemical Property of Ethyl 7-(2,6-dimethyl-4-pyridyl)-1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.55E-09mmHg at 25°C
• Boiling Point: 484.3°Cat760mmHg
• Flash Point: 246.7°C
• PSA: 61.19000
• Density: 1.176g/cm³
• LogP: 3.87690
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 350.16304257
• Heavy Atom Count: 26
• Complexity: 564

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN1C=C(C(=O)C2=C1C=C(C=C2)C3=CC(=NC(=C3)C)C)C(=O)OCC

Technology Process of Ethyl 7-(2,6-dimethyl-4-pyridyl)-1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate

There total 5 articles about Ethyl 7-(2,6-dimethyl-4-pyridyl)-1-ethyl-1,4-dihydro-4-oxoquinoline-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: 65.0%

diethyl sulfate (64-67-5) + 7-(2,6-dimethyl-pyridin-4-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (40034-49-9) → 7-(2,6-dimethyl-pyridin-4-yl)-1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (40034-74-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; 1) 60 deg C, 15 min; 2) stirring 1 h;;

DOI:10.1002/jhet.5570210655

Reference yield:

4-(3-aminophenyl)-2,6-dimethylpyridine (40034-51-3) → 7-(2,6-dimethyl-pyridin-4-yl)-1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (40034-74-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / 0.13 h / 130 °C

2: 85 percent / various solvent(s) / 0.2 h / Heating; heating in Dowtherm

3: 65 percent / 1) potassium carbonate / dimethylformamide / 1) 60 deg C, 15 min; 2) stirring 1 h;

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570210655

Reference yield:

diethyl ({[3-(2,6-dimethyl-4-pyridyl)phenyl]amino}methylene)malonate (40034-52-4) → 7-(2,6-dimethyl-pyridin-4-yl)-1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (40034-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / various solvent(s) / 0.2 h / Heating; heating in Dowtherm

2: 65 percent / 1) potassium carbonate / dimethylformamide / 1) 60 deg C, 15 min; 2) stirring 1 h;

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570210655

upstream raw materials:

diethyl sulfate

7-(2,6-dimethyl-pyridin-4-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

4-(3-aminophenyl)-2,6-dimethylpyridine

diethyl ({[3-(2,6-dimethyl-4-pyridyl)phenyl]amino}methylene)malonate

Downstream raw materials:

1-ethyl-1,4-dihydro-7-(2,6-dimethyl-4-pyridinyl)-4-oxo-3-quinolinecarboxylic acid