(3,4'-Bipyridine)-3',5'-dicarboxylic acid, 1',4'-dihydro-2',6'-dimethyl-2-(trifluoromethyl)-,2-(4-(bis(phenylmethyl)amino)phenyl)ethyl methyl ester

Base Information

• Chemical Name: (3,4'-Bipyridine)-3',5'-dicarboxylic acid, 1',4'-dihydro-2',6'-dimethyl-2-(trifluoromethyl)-,2-(4-(bis(phenylmethyl)amino)phenyl)ethyl methyl ester
• CAS No.: 116308-49-7
• Molecular Formula: C₃₈H₃₆F₃N₃O₄
• Molecular Weight: 655.717
• DSSTox Substance ID: DTXSID50922001
• Nikkaji Number: J355.995E
• Mol file: 116308-49-7.mol

Synonyms:(3,4'-Bipyridine)-3',5'-dicarboxylic acid, 1',4'-dihydro-2',6'-dimethyl-2-(trifluoromethyl)-,2-(4-(bis(phenylmethyl)amino)phenyl)ethyl methyl ester;116308-49-7;SCHEMBL7265366;DTXSID50922001;C38H36F3N3O4;LDRBLQUKAPWHBI-UHFFFAOYSA-N;C38-H36-F3-N3-O4;LS-44625;2,6-Dimethyl-4-[2-(trifluoromethyl)-3-pyridyl]-1,4-dihydropyridine-3,5-dicarboxylic acid 3-methyl 5-[2-[4-dibenzylaminophenyl]ethyl] ester;2-[4-(Dibenzylamino)phenyl]ethyl methyl 2',6'-dimethyl-2-(trifluoromethyl)-1',4'-dihydro[3,4'-bipyridine]-3',5'-dicarboxylate

Chemical Property of (3,4'-Bipyridine)-3',5'-dicarboxylic acid, 1',4'-dihydro-2',6'-dimethyl-2-(trifluoromethyl)-,2-(4-(bis(phenylmethyl)amino)phenyl)ethyl methyl ester

Chemical Property:

• Boiling Point: 755.3°Cat760mmHg
• Flash Point: 410.6°C
• Density: 1.251g/cm³
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 13
• Exact Mass: 655.26579112
• Heavy Atom Count: 48
• Complexity: 1130

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OCCC2=CC=C(C=C2)N(CC3=CC=CC=C3)CC4=CC=CC=C4)C5=C(N=CC=C5)C(F)(F)F)C(=O)OC

Technology Process of (3,4'-Bipyridine)-3',5'-dicarboxylic acid, 1',4'-dihydro-2',6'-dimethyl-2-(trifluoromethyl)-,2-(4-(bis(phenylmethyl)amino)phenyl)ethyl methyl ester

There total 5 articles about (3,4'-Bipyridine)-3',5'-dicarboxylic acid, 1',4'-dihydro-2',6'-dimethyl-2-(trifluoromethyl)-,2-(4-(bis(phenylmethyl)amino)phenyl)ethyl 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: 37.0%

2-(trifluoromethyl)-3-pyridinecarboxaldehyde (116308-35-1) + 2-(p-Dibenzylaminophenyl)ethyl acetoacetate (116308-37-3) + methyl 3-aminocrotonate (21731-17-9) → 2-(p-Dibenzylaminophenyl)ethyl methyl 2,6-dimethyl-4-(2-trifluoromethyl-pyridin-3-yl)-1,4-dihydropyridine-3,5-dicarboxylate (116308-49-7)

Guidance literature:

In isopropyl alcohol; at 40 - 45 ℃;

DOI:10.1248/cpb.39.91

Reference yield: 37.0%

→ 2-(p-Dibenzylaminophenyl)ethyl methyl 2,6-dimethyl-4-(2-trifluoromethyl-pyridin-3-yl)-1,4-dihydropyridine-3,5-dicarboxylate (116308-49-7)

Guidance literature:

Reference yield:

benzyl bromide (100-39-0) → 2-(p-Dibenzylaminophenyl)ethyl methyl 2,6-dimethyl-4-(2-trifluoromethyl-pyridin-3-yl)-1,4-dihydropyridine-3,5-dicarboxylate (116308-49-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / K₂CO₃ / dimethylformamide / 2.5 h / Ambient temperature

2: 82 percent / DMAP / tetrahydrofuran / 1) ice-salt cooling, 30 min, 2) r.t.

3: 37 percent / propan-2-ol / 40 - 45 °C

With dmap; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1248/cpb.39.91

upstream raw materials:

2-(trifluoromethyl)-3-pyridinecarboxaldehyde

2-(p-Dibenzylaminophenyl)ethyl acetoacetate

methyl 3-aminocrotonate

benzyl bromide