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

Base Information

• Chemical Name: Diethyl 4-(2-bromophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS No.: 103890-74-0
• Molecular Formula: C19H22BrNO4
• Molecular Weight: 408.292
• European Community (EC) Number: 664-799-3
• DSSTox Substance ID: DTXSID20400821
• Nikkaji Number: J2.205.099K
• Mol file: 103890-74-0.mol

Synonyms:Diethyl 4-(2-bromophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;103890-74-0;4-(2-Bromophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid diethyl ester;4-(2-Bromophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylicAcid-d10DiethylEster;SCHEMBL2995373;DTXSID20400821;HHVXLILNSZSXPW-UHFFFAOYSA-N;3,5-dicarboethoxy-2,6-dimethyl-4-(2-bromophenyl)-1,4-dihydropyridine;AKOS015838815;4-(2-Bromophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic Acid 3,5-Diethyl Ester;2,6-Dimethyl-4-(2-bromophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester;3,5-DIETHYL 4-(2-BROMOPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE;3,5-Pyridinedicarboxylic acid, 4-(2-bromophenyl)-1,4-dihydro-2,6-dimethyl-, diethyl ester;4-(2-Bromophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylicaciddiethylester;diethyl 4-(2-bromophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate;DIETHYL 4-(2-BROMOPHENYL)-2,6-DIMETHYL-1,4-DIHYDRO-3,5-PYRIDINEDICARBOXYLATE

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

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 407.07322
• Heavy Atom Count: 25
• Complexity: 556

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Br)C(=O)OCC)C)C

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

There total 2 articles about Diethyl 4-(2-bromophenyl)-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: 94.0%

ethyl acetoacetate (141-97-9) + ortho-bromobenzaldehyde (6630-33-7) → diethyl 4-(2-bromophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate (103890-74-0)

Guidance literature:

With ammonium acetate; In neat (no solvent); at 80 ℃; for 0.333333h; Green chemistry;

DOI:10.1007/s11164-014-1808-1

Reference yield:

→ diethyl 4-(2-bromophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate (103890-74-0)

Guidance literature:

Reference yield: 98.0%

diethyl 4-(2-bromophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate (103890-74-0) → diethyl 4-(2-bromophenyl)-2,6-bis(methyl-d3)-1,4-dihydropyridine-3,5-dicarboxylate

Guidance literature:

With TFA-d; water-d2; In 1-methyl-pyrrolidin-2-one; at 50 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/C9OB00575G

upstream raw materials:

ethyl acetoacetate

ortho-bromobenzaldehyde

Downstream raw materials:

4-(2-bromo-phenyl)-2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester

4-(2-bromophenyl)-5-[6-(5-dimethylaminonaphthalen-1-ylsulfamoyl)hexylcarbamoyl]-2,6-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester