Diethyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Base Information

• Chemical Name: Diethyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS No.: 79925-38-5
• Molecular Formula: C19H21Cl2NO4
• Molecular Weight: 398.286
• European Community (EC) Number: 936-015-2
• UNII: KS8X6G2MLC
• DSSTox Substance ID: DTXSID00359707
• Nikkaji Number: J3.090.619E
• Mol file: 79925-38-5.mol

Synonyms:79925-38-5;Nemadipine B;Nemadipine-B;diethyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;Felodipine Imp. C (EP);Diethyl 4-(2,3-Dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;Felodipine Impurity C;Felodipine Diethyl Ester;KS8X6G2MLC;Oprea1_026193;SCHEMBL3029888;DTXSID00359707;BLLWOXSSRQPDAT-UHFFFAOYSA-N;BCP33556;AKOS024423533;3,5-diethyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;FELODIPINE IMPURITY C [EP IMPURITY];FT-0672673;F19260;A899973;3,5-Diethyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate;diethyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate;diethyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate;diethyl4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, 3,5-diethyl ester;3,5-Pyridinedicarboxylic acid,4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, diethyl ester

Chemical Property of Diethyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Chemical Property:

• Melting Point: 122-124°C
• PSA: 64.63000
• LogP: 4.68320
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 397.0847635
• Heavy Atom Count: 26
• Complexity: 589

Purity/Quality:

97% ^*data from raw suppliers

NemadipineB ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C(C1C2=C(C(=CC=C2)Cl)Cl)C(=O)OCC)C)C
• Uses: A Diethyl ester analogue analogue of the calcium channel blocker Felodipine (F232375) with antihypertensive activity. Nemadipine B (Felodipine EP Impurity C) is the diethyl ester analogue analogue of the calcium channel blocker Felodipine (F232375) with antihypertensive activity.

Technology Process of Diethyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

There total 3 articles about Diethyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 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: 92.0%

ethyl acetoacetate (141-97-9) + 2,3-dichlorobenzylaldehyde (6334-18-5) → 4-(2,3-dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (79925-38-5)

Guidance literature:

With ammonium acetate; N-butylpyridinium tetrafluoroborate; at 100 - 110 ℃; for 3h;

DOI:10.1080/00397911.2010.525773

Reference yield: 66.0%

ethyl aminocrotonate + acetoacetic acid methyl ester (105-45-3) + 2,3-dichlorobenzylaldehyde (6334-18-5) → ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate (72509-76-3,86189-69-7) + 4-(-2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid methyl ester (91189-59-2) + 4-(2,3-dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (79925-38-5)

Guidance literature:

acetoacetic acid methyl ester; 2,3-dichlorobenzylaldehyde; piperidine; 2-Picolinic acid; In isopropyl alcohol; at 40 - 45 ℃; for 6h;

ethyl aminocrotonate; In isopropyl alcohol; for 4h; Heating / reflux;

Reference yield:

→ 4-(2,3-dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (79925-38-5)

Guidance literature:

upstream raw materials:

ethyl acetoacetate

2,3-dichlorobenzylaldehyde

acetoacetic acid methyl ester