2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-{2-[4-(4-benzhydryl-piperidin-1-yl)-phenyl]-ethyl} ester 5-methyl ester

Base Information

• Chemical Name: 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-{2-[4-(4-benzhydryl-piperidin-1-yl)-phenyl]-ethyl} ester 5-methyl ester
• CAS No.: 126202-63-9
• Molecular Formula: C₄₂H₄₃N₃O₆
• Molecular Weight: 685.82
• Mol file: 126202-63-9.mol

Synonyms:2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-{2-[4-(4-benzhydryl-piperidin-1-yl)-phenyl]-ethyl} ester 5-methyl ester

Chemical Property of 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-{2-[4-(4-benzhydryl-piperidin-1-yl)-phenyl]-ethyl} ester 5-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-{2-[4-(4-benzhydryl-piperidin-1-yl)-phenyl]-ethyl} ester 5-methyl ester

There total 13 articles about 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-{2-[4-(4-benzhydryl-piperidin-1-yl)-phenyl]-ethyl} ester 5-methyl 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: 75.0%

2-<4-(4-benzhydryl-1-piperidinyl)phenyl>ethyl alcohol (126202-86-6) + 1,4-dihydro-2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-5-carboxylic acid chloride (88712-56-5,125185-92-4) → 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-{2-[4-(4-benzhydryl-piperidin-1-yl)-phenyl]-ethyl} ester 5-methyl ester (126202-63-9)

Guidance literature:

In chloroform; N,N-dimethyl-formamide; at 4 - 5 ℃;

DOI:10.1248/cpb.39.91

Reference yield:

2-<4-(4-hydroxy-1-piperidinyl)phenyl>ethyl acetate (126202-78-6) → 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-{2-[4-(4-benzhydryl-piperidin-1-yl)-phenyl]-ethyl} ester 5-methyl ester (126202-63-9)

Guidance literature:

Multi-step reaction with 10 steps

1: 81 percent / pyridine / 17 h / Ambient temperature

2: 45 percent / various solvent(s); 2-methyl-propan-2-ol / 15 h / 80 - 90 °C

3: K₂CO₃ / methanol / 1 h / Ambient temperature

4: pTsOH, molecular sieves 3 A / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 2) 12N H₂SO₄ / 1) Et₂O, r.t, 1.5h

6: 96 percent / diethyl ether; tetrahydrofuran / 0.67 h

7: 66 percent / 2:8 H₂SO₄-AcOH / 1 h / Ambient temperature

8: 79 percent / H₂ / 10percent Pd-C / acetic acid; aq. HClO₄ / 3 h / 65 - 70 °C

9: 91 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

10: 75 percent / CHCl₃; dimethylformamide / 4 - 5 °C

With pyridine; 3 A molecular sieve; sulfuric acid; hydrogen; potassium carbonate; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; perchloric acid; diethyl ether; dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1248/cpb.39.91

Reference yield:

1-[4-(2-Hydroxy-ethyl)-phenyl]-piperidine-4-carbonitrile → 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-{2-[4-(4-benzhydryl-piperidin-1-yl)-phenyl]-ethyl} ester 5-methyl ester (126202-63-9)

Guidance literature:

Multi-step reaction with 7 steps

1: pTsOH, molecular sieves 3 A / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 2) 12N H₂SO₄ / 1) Et₂O, r.t, 1.5h

3: 96 percent / diethyl ether; tetrahydrofuran / 0.67 h

4: 66 percent / 2:8 H₂SO₄-AcOH / 1 h / Ambient temperature

5: 79 percent / H₂ / 10percent Pd-C / acetic acid; aq. HClO₄ / 3 h / 65 - 70 °C

6: 91 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

7: 75 percent / CHCl₃; dimethylformamide / 4 - 5 °C

With 3 A molecular sieve; sulfuric acid; hydrogen; potassium carbonate; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; perchloric acid; diethyl ether; dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.91

upstream raw materials:

2-<4-(4-benzhydryl-1-piperidinyl)phenyl>ethyl alcohol

1,4-dihydro-2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-5-carboxylic acid chloride

5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

2-<4-(4-hydroxy-1-piperidinyl)phenyl>ethyl acetate