3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2-methyl-6-[4-(2-methyl-1H-imidazo[4,5- c]pyridin-1-yl)phenyl]-, 3-(2-cyanoethyl) 5-ethyl ester

Base Information

• Chemical Name: 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2-methyl-6-[4-(2-methyl-1H-imidazo[4,5- c]pyridin-1-yl)phenyl]-, 3-(2-cyanoethyl) 5-ethyl ester
• CAS No.: 142161-47-5
• Molecular Formula: C₃₂H₂₈ClN₅O₄
• Molecular Weight: 582.058
• Mol file: 142161-47-5.mol

Synonyms:

Chemical Property of 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2-methyl-6-[4-(2-methyl-1H-imidazo[4,5- c]pyridin-1-yl)phenyl]-, 3-(2-cyanoethyl) 5-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2-methyl-6-[4-(2-methyl-1H-imidazo[4,5- c]pyridin-1-yl)phenyl]-, 3-(2-cyanoethyl) 5-ethyl ester

There total 11 articles about 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2-methyl-6-[4-(2-methyl-1H-imidazo[4,5- c]pyridin-1-yl)phenyl]-, 3-(2-cyanoethyl) 5-ethyl ester 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: 44.0%

2-chloro-benzaldehyde (89-98-5) + 2-cyanoethyl 3-amino-2-butenoate (88977-32-6) + ethyl 4'-(2-methylimidazo[4,5-c]pyridin-1-yl)benzoylacetate (122957-08-8) → 4-(2-chlorophenyl)-5-<(2-cyanoethoxy)carbonyl>-1,4-dihydro-3-(ethoxycarbonyl)-6-methyl-2-<4-(2-methylimidazo<4,5-c>pyrid-1-yl)phenyl>pyridine (142161-47-5,122957-02-2,122957-03-3)

Guidance literature:

In ethanol; for 8h; Heating;

DOI:10.1021/jm00095a005

Reference yield:

4-chloro-3-nitropyridine (13091-23-1) → 4-(2-chlorophenyl)-5-<(2-cyanoethoxy)carbonyl>-1,4-dihydro-3-(ethoxycarbonyl)-6-methyl-2-<4-(2-methylimidazo<4,5-c>pyrid-1-yl)phenyl>pyridine (142161-47-5,122957-02-2,122957-03-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / ethanol / 18 h / 20 °C

2: 98 percent / H₂ / 10percent Pd/C / methanol; CH₂Cl₂ / 2 h / 20 °C / 1551.4 Torr

3: 81 percent / acetic acid / 2 h / 90 °C

4: 1.) Zn, 2.) 20percent aq. TFA / 1.) THF, reflux, 10 min, 2.) CH₂Cl₂, RT, 15 min

5: 44 percent / ethanol / 8 h / Heating

With hydrogen; trifluoroacetic acid; zinc; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetic acid;

DOI:10.1021/jm00095a005

Reference yield:

4-[N-(4-cyanophenyl)amino]-3-nitropyridine (122957-33-9) → 4-(2-chlorophenyl)-5-<(2-cyanoethoxy)carbonyl>-1,4-dihydro-3-(ethoxycarbonyl)-6-methyl-2-<4-(2-methylimidazo<4,5-c>pyrid-1-yl)phenyl>pyridine (142161-47-5,122957-02-2,122957-03-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / H₂ / 10percent Pd/C / methanol; CH₂Cl₂ / 2 h / 20 °C / 1551.4 Torr

2: 81 percent / acetic acid / 2 h / 90 °C

3: 1.) Zn, 2.) 20percent aq. TFA / 1.) THF, reflux, 10 min, 2.) CH₂Cl₂, RT, 15 min

4: 44 percent / ethanol / 8 h / Heating

With hydrogen; trifluoroacetic acid; zinc; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetic acid;

DOI:10.1021/jm00095a005

upstream raw materials:

2-chloro-benzaldehyde

2-cyanoethyl 3-amino-2-butenoate

ethyl 4'-(2-methylimidazo[4,5-c]pyridin-1-yl)benzoylacetate

3,4-diaminopyridine

Downstream raw materials:

4-(2-chlorophenyl)-1,4-dihydro-3-(ethoxycarbonyl)-5-<(2-methoxyethoxy)carbonyl>-6-methyl-2-<4-(2-methylimidazo-<4,5-c>pyrid-1-yl)phenyl>pyridine

4-(2-chlorophenyl)-1,4-dihydro-3-(ethoxycarbonyl)-6-methyl-2-<4-(2-methylimidazo<4,5-c>pyrid-1-yl)phenyl>-pyridine-5-carboxylic acid