diethyl 2-((2-aMinoethoxy)Methyl)-4-(2-chlorophenyl)-6-Methyl-1,4-dihydropyridine-3,5-dicarboxylate

Base Information

• Chemical Name: diethyl 2-((2-aMinoethoxy)Methyl)-4-(2-chlorophenyl)-6-Methyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS No.: 140171-65-9
• Molecular Formula: C21H27ClN2O5
• Molecular Weight: 422.90200
• European Community (EC) Number: 642-060-6
• UNII: T71NAR24SN
• Nikkaji Number: J455.171K
• Wikidata: Q27289753
• Mol file: 140171-65-9.mol

Synonyms:140171-65-9;Amlodipine Diethyl Ester;diethyl 2-((2-aMinoethoxy)Methyl)-4-(2-chlorophenyl)-6-Methyl-1,4-dihydropyridine-3,5-dicarboxylate;Amlodipine besilate impurity E;Amlodipine EP Impurity E;T71NAR24SN;3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3,5-diethyl ester;(+/-)-3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3,5-diethyl ester;3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, diethyl ester;Diethyl (4RS)-2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate;Diethyl2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate;UNII-T71NAR24SN;Diethyl (4RS)-2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate;Amlodipine besilate impurity E [EP];SCHEMBL5324225;AKOS027422466;3-Ethyl 5-Ethyl 4-(2-Chlorophenyl)-6-methyl-2-[[2- [(2-aminoethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate;AS-78323;Diethyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate;CS-0337385;FT-0662113;F19444;A899193;AMLODIPINE BESILATE IMPURITY E [EP IMPURITY];J-007363;Q27289753

Chemical Property of diethyl 2-((2-aMinoethoxy)Methyl)-4-(2-chlorophenyl)-6-Methyl-1,4-dihydropyridine-3,5-dicarboxylate

Chemical Property:

• Melting Point: 106-108°C
• Boiling Point: 537.8±50.0 °C(Predicted)
• PKA: 8.97±0.10(Predicted)
• PSA: 99.88000
• Density: 1.209±0.06 g/cm3(Predicted)
• LogP: 3.68550
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 422.1608497
• Heavy Atom Count: 29
• Complexity: 662

Purity/Quality:

99% ^*data from raw suppliers

AmlodipineDiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OCC)COCCN)C
• Uses: Amlodipine Besilate (A633500) impurity.

Technology Process of diethyl 2-((2-aMinoethoxy)Methyl)-4-(2-chlorophenyl)-6-Methyl-1,4-dihydropyridine-3,5-dicarboxylate

There total 3 articles about diethyl 2-((2-aMinoethoxy)Methyl)-4-(2-chlorophenyl)-6-Methyl-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: 94.0%

Diethyl 4-(2-chlorophenyl)-2-{[2-(1.3-dioxo-1.3-dihydro-2H-isoindol-2-yl) ethoxy] methyl}-6-methyl-1.4-dihydro-3.5-pyridine dicarboxylate (140171-49-9) → 2-(2-Amino-ethoxymethyl)-4-(2-chloro-phenyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (140171-65-9)

Guidance literature:

With methylamine; Ambient temperature;

DOI:10.1016/0223-5234(91)90132-7

Reference yield:

ethyl acetoacetate (141-97-9) → 2-(2-Amino-ethoxymethyl)-4-(2-chloro-phenyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (140171-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₃ / ethanol

2: 35 percent / Heating

3: 94 percent / 40percent aq. MeNH₂ / Ambient temperature

With ammonia; methylamine; In ethanol;

DOI:10.1016/0223-5234(91)90132-7

Reference yield:

ethyl 3-aminobut-2-enoate (626-34-6) → 2-(2-Amino-ethoxymethyl)-4-(2-chloro-phenyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (140171-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / Heating

2: 94 percent / 40percent aq. MeNH₂ / Ambient temperature

With methylamine;

DOI:10.1016/0223-5234(91)90132-7

upstream raw materials:

Diethyl 4-(2-chlorophenyl)-2-{[2-(1.3-dioxo-1.3-dihydro-2H-isoindol-2-yl) ethoxy] methyl}-6-methyl-1.4-dihydro-3.5-pyridine dicarboxylate

ethyl acetoacetate

ethyl 3-aminobut-2-enoate

Refernces