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]-, 5-ethyl 3-(2-methoxyethyl) 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]-, 5-ethyl 3-(2-methoxyethyl) ester
• CAS No.: 142161-45-3
• Molecular Formula: C32H31ClN4O5
• Molecular Weight: 587.075
• Mol file: 142161-45-3.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]-, 5-ethyl 3-(2-methoxyethyl) 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]-, 5-ethyl 3-(2-methoxyethyl) ester

There total 13 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]-, 5-ethyl 3-(2-methoxyethyl) 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:

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + 2-methoxy-ethanol (109-86-4,95507-80-5) + 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 (142161-40-8,122957-04-4,122957-05-5) → 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 (142161-45-3)

Guidance literature:

With dmap; In hydrogenchloride; dichloromethane;

Reference yield:

4-chloro-3-nitropyridine (13091-23-1) → 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 (142161-45-3)

Guidance literature:

Multi-step reaction with 7 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

6: 96 percent / NaOH / dioxane; H₂O / 1 h / 20 °C

7: 1.) 2,4,6-triisopropylbenzenesulfonyl chloride, DMAP / 1.) CH₂Cl₂, 20 deg C, 3 h, 2.) CH₂Cl₂, 20 deg C, 20 h

With dmap; sodium hydroxide; 2,4,6-triisopropylphenylsulfonyl chloride; hydrogen; trifluoroacetic acid; zinc; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetic acid;

DOI:10.1021/jm00095a005

Reference yield:

4-[N-(4-cyanophenyl)amino]-3-nitropyridine (122957-33-9) → 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 (142161-45-3)

Guidance literature:

Multi-step reaction with 6 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

5: 96 percent / NaOH / dioxane; H₂O / 1 h / 20 °C

6: 1.) 2,4,6-triisopropylbenzenesulfonyl chloride, DMAP / 1.) CH₂Cl₂, 20 deg C, 3 h, 2.) CH₂Cl₂, 20 deg C, 20 h

With dmap; sodium hydroxide; 2,4,6-triisopropylphenylsulfonyl chloride; hydrogen; trifluoroacetic acid; zinc; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetic acid;

DOI:10.1021/jm00095a005

upstream raw materials:

2-methoxy-ethanol

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

3,4-diaminopyridine

2-methyl-1H-imidazo[4,5-c]pyridine

Refernces

• 1、 -. "1,4-dihydropyridine derivatives". . . Retrieved 2008/06/13.