(+/-)-dimethylaminoethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

Base Information

• Chemical Name: (+/-)-dimethylaminoethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate
• CAS No.: 55985-22-3
• Molecular Formula: C₂₀H₂₅N₃O₆
• Molecular Weight: 403.435
• Mol file: 55985-22-3.mol

Synonyms:

Chemical Property of (+/-)-dimethylaminoethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-dimethylaminoethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

There total 3 articles about (+/-)-dimethylaminoethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate 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:

5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (74936-72-4) → (+/-)-dimethylaminoethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (55985-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 5 - 10 °C

2: CH₂Cl₂; dimethylformamide

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; 1: Chlorination / 2: Esterification;

DOI:10.1021/jm000028l

Reference yield:

2-(N,N-dimethylamino)ethanol (108-01-0) + 1,4-dihydro-2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-5-carboxylic acid chloride (88712-56-5,125185-92-4) → (+/-)-dimethylaminoethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (55985-22-3)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm000028l

Reference yield:

→ (+/-)-dimethylaminoethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (55985-22-3)

Guidance literature:

Durch Esteraustausch;

DOI:10.1248/cpb.27.1426

upstream raw materials:

2-(N,N-dimethylamino)ethanol

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

Refernces

• 1、 Iwanami,Shibanuma,Fujimoto,Kawai,Tamazawa,Takenaka,Takahashi,Murakami. "Synthesis of new water-soluble dihydropyridine vasodilators". . p. 1426 - 1440. Retrieved 2007/10/05.