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

Base Information

• Chemical Name: 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-methyl ester
• CAS No.: 110962-94-2
• Molecular Formula: C19H18Cl2N2O4
• Molecular Weight: 409.269
• Hs Code.: 2933399090
• Mol file: 110962-94-2.mol

Synonyms:cyanoethyl methyl 4-(2',3'-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-methyl ester;

Chemical Property of 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-methyl ester

Chemical Property:

• Boiling Point: 552.6±50.0 °C(Predicted)
• PKA: 2.54±0.70(Predicted)
• PSA: 88.42000
• Density: 1.317±0.06 g/cm3(Predicted)
• LogP: 4.18688

Purity/Quality:

98%, ^*data from raw suppliers

4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-PyridinedicarboxylicAcid2-cyanoethylMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-Pyridinedicarboxylic Acid 2-cyanoethyl Methyl Ester, is an impurity of Amlodipine (A633495), a dihydropyridine calcium channel blocker; activity resides mainly in the (-)-isomer.

Technology Process of 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-methyl ester

There total 6 articles about 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-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: 88.5%

2-cyanoethylacetoacetate (65193-87-5) + 2,3-dichlorobenzylaldehyde (6334-18-5) + methyl 3-aminocrotonate (14205-39-1) → 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate methyl ester-(2-cyanoethyl)ester (110962-94-2)

Guidance literature:

In isopropyl alcohol; for 6h; Reflux;

Reference yield: 70.8%

(E/Z)-methyl 2-(2,3-dichlorobenzylidene)acetoacetate (74073-22-6) + (Z)-3-Amino-but-2-enoic acid 2-cyano-ethyl ester (193539-61-6) → 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate methyl ester-(2-cyanoethyl)ester (110962-94-2)

Guidance literature:

In isopropyl alcohol; for 3h;

DOI:10.1248/cpb.41.108

Reference yield:

acetoacetic acid methyl ester (105-45-3) + 2,3-dichlorobenzylaldehyde (6334-18-5) + 3-amino-2-butenoic acid 2-cyanoethyl ester → 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate methyl ester-(2-cyanoethyl)ester (110962-94-2)

Guidance literature:

With pyridine; In isopropyl alcohol; at 80 ℃; for 10h; Temperature; Solvent; Reagent/catalyst; Industrial scale;

upstream raw materials:

(E/Z)-methyl 2-(2,3-dichlorobenzylidene)acetoacetate

(Z)-3-Amino-but-2-enoic acid 2-cyano-ethyl ester

acetoacetic acid methyl ester

2,3-dichlorobenzylaldehyde

Downstream raw materials:

(+)-4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-3-pyridinecarboxylic acid

Refernces

• 1、 -. "Butyric acid clevidipine preparation method". Paragraph 0040; 0051-0052. . Retrieved 2017/01/17.
• 2、 Ogawa,Nakato,Tsuchida,Hatayama. "Synthesis and antihypertensive activities of new 1,4-dihydropyridine derivatives containing a nitrooxy moiety at the 3-ester position". . p. 108 - 116. Retrieved 2007/10/02.