Dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS No.: 43067-01-2
• Molecular Formula: C17H18ClNO4
• Molecular Weight: 335.787
• Hs Code.: 2933399090
• European Community (EC) Number: 642-061-1
• UNII: LWR56J17GQ
• DSSTox Substance ID: DTXSID10195673
• Nikkaji Number: J331.412J
• Wikidata: Q27283227
• ChEMBL ID: CHEMBL63997,CHEMBL2063643
• Mol file: 43067-01-2.mol

Synonyms:43067-01-2;dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;Amlodipine besilate impurity G;LWR56J17GQ;dimethyl 4-(2-chlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate;Amlodipine EP Impurity G;UNII-LWR56J17GQ;starbld0009021;Oprea1_397112;Oprea1_609948;CHEMBL63997;SCHEMBL3035724;CHEMBL2063643;DTXSID10195673;REIGLQUFMMOAFU-UHFFFAOYSA-N;HMS3428M07;STK387362;AKOS000572278;3,5-dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;CS-0323200;EU-0035198;FT-0667343;F19309;SR-01000403200;AMLODIPINE BESILATE IMPURITY G [EP IMPURITY];SR-01000403200-1;Q27283227;Amlodipine impurity G, European Pharmacopoeia (EP) Reference Standard;(+/-)-4-(2-CHLOROPHENYL)-3,5-DI(METHOXYCARBONYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE;4-(2-CHLOROPHENYL)-3,5-DI(METHOXYCARBONYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE;3,5-PYRIDINEDICARBOXYLIC ACID, 4-(2-CHLOROPHENYL)-1,4-DIHYDRO-2,6-DIMETHYL-, 3,5-DIMETHYL ESTER;3,5-PYRIDINEDICARBOXYLIC ACID, 4-(2-CHLOROPHENYL)-1,4-DIHYDRO-2,6-DIMETHYL-, DIMETHYL ESTER

Chemical Property of Dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Chemical Property:

• Melting Point: 196-198℃
• Boiling Point: 436.7±45.0 °C(Predicted)
• PKA: 2.79±0.70(Predicted)
• PSA: 64.63000
• Density: 1.232±0.06 g/cm3(Predicted)
• LogP: 3.24960
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 335.0924357
• Heavy Atom Count: 23
• Complexity: 529

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl4-(2-Chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC)C2=CC=CC=C2Cl)C(=O)OC
• Uses: Amlodipine Besilate (A633500) impurity. Dimethyl 4-(2-Chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (Amlodipine EP Impurity G) is an Amlodipine Besilate (A633500) impurity.

Technology Process of Dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

There total 6 articles about Dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 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: 96.0%

2-chloro-benzaldehyde (89-98-5) + acetoacetic acid methyl ester (105-45-3) → 3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine (43067-01-2)

Guidance literature:

With ammonium acetate; at 90 ℃; for 0.25h;

DOI:10.1039/c1cc12693h

Reference yield: 86.0%

2-chloro-benzaldehyde (89-98-5) + acetoacetic acid methyl ester (105-45-3) + methyl 3-aminocrotonate (14205-39-1) → 3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine (43067-01-2)

Guidance literature:

With sodium tosylate; In water; for 0.4h; Reagent/catalyst; Microwave irradiation; Reflux; Green chemistry;

DOI:10.1021/op010026q

Reference yield: 79.0%

methyl 2-acetoxy acetate (5837-80-9) + 2-chloro-benzaldehyde (89-98-5) → 3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine (43067-01-2)

Guidance literature:

With ammonium acetate; Darkness; Reflux;

DOI:10.1248/cpb.c15-00737

upstream raw materials:

2-chloro-benzaldehyde

acetoacetic acid methyl ester

methyl (E)-3-aminocrotonate

methyl 3-aminocrotonate

Downstream raw materials:

8-(2-Chloro-phenyl)-5,8-dihydro-3H,4H-difuro[3,4-b;3',4'-e]pyridine-1,7-dione

2-Bromomethyl-4-(2-chloro-phenyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester

2,6-Bis-bromomethyl-4-(2-chloro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester

2,6-dimethyl-4-(2'-chlorophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester

Refernces

• 1、 Azizi, Kobra,Azarnia, Jamshid,Karimi, Meghdad,Yazdani, Elahe,Heydari, Akbar. "Novel Magnetically Separable Sulfated Boric Acid Functionalized Nanoparticles for Hantzsch Ester Synthesis". . p. 1810 - 1813. Retrieved 2016/07/16.
• 2、 Maurya, Mannar R.,Saini, Neeraj,Avecilla, Fernando. "Study of temperature dependent three component dynamic covalent assembly VIa Hantzsch reaction catalyzed by dioxido- and oxidoperoxidomolybdenum(VI) complexes under solvent free conditions". . p. 12993 - 13009. Retrieved 2016/02/12.