1,4-Dihydro-2,6-dimethyl-3-(2-cyanoethoxycarbonyl)-5-ethoxycarbonyl-4-(2,3-dichlorophenyl)pyridine

Base Information

• Chemical Name: 1,4-Dihydro-2,6-dimethyl-3-(2-cyanoethoxycarbonyl)-5-ethoxycarbonyl-4-(2,3-dichlorophenyl)pyridine
• CAS No.: 175688-78-5
• Molecular Formula: C20H20Cl2N2O4
• Molecular Weight: 423.296
• DSSTox Substance ID: DTXSID90473921
• Mol file: 175688-78-5.mol

Synonyms:175688-78-5;1,4-DIHYDRO-2,6-DIMETHYL-3-(2-CYANOETHOXYCARBONYL)-5-ETHOXYCARBONYL-4-(2,3-DICHLOROPHENYL)PYRIDINE;5-O-(2-cyanoethyl) 3-O-ethyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;1,4- DIHYDRO-2,6-DIMETHYL-3-(2-CYANOETHOXYCARBONYL)-5-ETHOXYCARBONYL-4-(2,3-DICHLOROPHENYL)PYRIDINE;DTXSID90473921;AKOS025294732;FT-0666968

Chemical Property of 1,4-Dihydro-2,6-dimethyl-3-(2-cyanoethoxycarbonyl)-5-ethoxycarbonyl-4-(2,3-dichlorophenyl)pyridine

Chemical Property:

• PSA: 88.42000
• LogP: 4.57698
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 422.0800125
• Heavy Atom Count: 28
• Complexity: 738

Purity/Quality:

97% ^*data from raw suppliers

1,4-Dihydro-2,6-dimethyl-3-(2-cyanoethoxycarbonyl)-5-ethoxycarbonyl-4-(2,3-dichlorophenyl)pyridine ^*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)OCCC#N)C)C
• Uses: 1,4-Dihydro-2,6-dimethyl-3-(2-cyanoethoxycarbonyl)-5-ethoxycarbonyl-4-(2,3-dichlorophenyl)pyridine (cas# 175688-78-5) is a compound useful in organic synthesis.

Technology Process of 1,4-Dihydro-2,6-dimethyl-3-(2-cyanoethoxycarbonyl)-5-ethoxycarbonyl-4-(2,3-dichlorophenyl)pyridine

There total 1 articles about 1,4-Dihydro-2,6-dimethyl-3-(2-cyanoethoxycarbonyl)-5-ethoxycarbonyl-4-(2,3-dichlorophenyl)pyridine 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: 6.0%

2-cyanoethyl 3-amino-2-butenoate (88977-32-6) + ethyl 2-(2,3-dichlorobenzylidene)-3-oxobutanoate (94739-24-9) → 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-ethyl ester (175688-78-5) + 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid bis-(2-cyano-ethyl) ester

Guidance literature:

In tert-butyl alcohol; at 25 ℃; for 96h;

DOI:10.1080/00304949609355911

Reference yield: 72.7%

4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-ethyl ester (175688-78-5) → 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid monoethyl ester

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; at 25 ℃; for 48h;

DOI:10.1080/00304949609355911

Reference yield:

4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-ethyl ester (175688-78-5) → ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate (72509-76-3,86189-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 72.7 percent / DBU / methanol / 48 h / 25 °C

2: 70 percent / K₂CO₃ / dimethylformamide / 24 h / 25 °C

With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; N,N-dimethyl-formamide;

DOI:10.1080/00304949609355911

upstream raw materials:

2-cyanoethyl 3-amino-2-butenoate

ethyl 2-(2,3-dichlorobenzylidene)-3-oxobutanoate

Downstream raw materials:

ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate