Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-fluorophenyl)-3,5-pyridinedicarboxylate

Base Information

• Chemical Name: Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-fluorophenyl)-3,5-pyridinedicarboxylate
• CAS No.: 58395-00-9
• Molecular Formula: C19H22FNO4
• Molecular Weight: 347.386
• European Community (EC) Number: 623-502-7
• DSSTox Substance ID: DTXSID40350470
• Nikkaji Number: J663.056A
• ChEMBL ID: CHEMBL2063633
• Mol file: 58395-00-9.mol

Synonyms:58395-00-9;Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-fluorophenyl)-3,5-pyridinedicarboxylate;diethyl 4-(4-fluorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;3,5-diethyl 4-(4-fluorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;CBMicro_022103;Oprea1_054732;Oprea1_550256;SCHEMBL3029762;CHEMBL2063633;DTXSID40350470;CCG-9377;STK073107;AKOS000671628;BIM-0022269.P001;CS-0326928;EU-0067398;Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-f&;AF-499/00054031;EN300-22374969;SR-01000394064;SR-01000394064-1;Z90339318;Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-fluorophenyl)-3,5-pyridinedicarboxylate, 97%;diethyl 2,6-dimethyl-4-(4-fluorophenyl)-1,4-dihydro-pyridine-3,5-dicarboxylate;diethyl 4-(4-fluorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate;diethyl 4-(4-fluorophenyl)-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate;diethyl-2,6-dimethyl-4-(4-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Chemical Property of Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-fluorophenyl)-3,5-pyridinedicarboxylate

Chemical Property:

• Melting Point: 151-155 °C(lit.)
• PSA: 64.63000
• LogP: 3.51550
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 347.15328635
• Heavy Atom Count: 25
• Complexity: 548

Purity/Quality:

98% ^*data from raw suppliers

Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-fluorophenyl)-3,5-pyridinedicarboxylate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C(C1C2=CC=C(C=C2)F)C(=O)OCC)C)C

Technology Process of Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-fluorophenyl)-3,5-pyridinedicarboxylate

There total 5 articles about Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-fluorophenyl)-3,5-pyridinedicarboxylate 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: 98.0%

ethyl acetoacetate (141-97-9) + 4-fluorobenzaldehyde (459-57-4) → 4-(4-fluorophenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (58395-00-9)

Guidance literature:

With ammonium acetate; at 90 ℃; for 1h; Neat (no solvent);

DOI:10.1002/adsc.201100352

Reference yield: 92.0%

4-fluorobenzaldehyde (459-57-4) + 3-Oxo-butaneperoxoic acid ethyl ester → 4-(4-fluorophenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (58395-00-9)

Guidance literature:

With ammonium acetate; In neat (no solvent); at 60 ℃; for 0.333333h;

DOI:10.1039/c3ta12476b

Reference yield: 64.0%

ethyl acetoacetate (141-97-9) + para-fluorobenzylamine (140-75-0) → 4-(4-fluorophenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (58395-00-9)

Guidance literature:

para-fluorobenzylamine; With fluorenone imine; In toluene; at 20 ℃; for 1h;

ethyl acetoacetate; With ammonium acetate; In toluene; for 48h; Reflux; Inert atmosphere;

DOI:10.1039/c9ob02163a

upstream raw materials:

ethyl acetoacetate

4-fluorobenzaldehyde

para-fluorobenzylamine

ammonium acetate

Downstream raw materials:

diethyl 1,2,6-trimethyl-4-(4-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

4-(4-fluorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarbohydrazide

2,6-dimethyl-N₃,N₅-bis(4-oxo-2-phenylquinazolin-3(4H)-yl)-4-(4-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxamide

1-(2-(phthalimido-N-oxy)ethyl)-2,6-dimethyl-N₃,N₅-bis(4-oxo-2-phenylquinazolin-3(4H)-yl)-4-(4-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxamide