2-(N-Benzyl-N-methylamino)ethyl Methyl 4-(2-Trifluoromethyl-3-pyridyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

Base Information

• Chemical Name: 2-(N-Benzyl-N-methylamino)ethyl Methyl 4-(2-Trifluoromethyl-3-pyridyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
• CAS No.: 108337-84-4
• Molecular Formula: C₂₆H₂₈F₃N₃O₄
• Molecular Weight: 503.521
• Mol file: 108337-84-4.mol

Synonyms:2-(N-Benzyl-N-methylamino)ethyl Methyl 4-(2-Trifluoromethyl-3-pyridyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

Chemical Property of 2-(N-Benzyl-N-methylamino)ethyl Methyl 4-(2-Trifluoromethyl-3-pyridyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(N-Benzyl-N-methylamino)ethyl Methyl 4-(2-Trifluoromethyl-3-pyridyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

There total 7 articles about 2-(N-Benzyl-N-methylamino)ethyl Methyl 4-(2-Trifluoromethyl-3-pyridyl)-1,4-dihydro-2,6-dimethyl-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: 76.0%

2',6'-Dimethyl-2-trifluoromethyl-1',4'-dihydro-[3,4']bipyridinyl-3',5'-dicarboxylic acid 5'-(2-chloro-ethyl) ester 3'-methyl ester (131747-84-7) + benzyl-methyl-amine (103-67-3) → 2-(N-Benzyl-N-methylamino)ethyl Methyl 4-(2-Trifluoromethyl-3-pyridyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (108337-84-4)

Guidance literature:

In N,N-dimethyl-formamide; at 102 - 107 ℃; for 45h;

DOI:10.1248/cpb.38.2446

Reference yield:

2-bromo-3-picoline (3430-17-9) → 2-(N-Benzyl-N-methylamino)ethyl Methyl 4-(2-Trifluoromethyl-3-pyridyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (108337-84-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 48 percent / Cu, HMPA / 4 h / 112 - 130 °C / autoclave

2: 34 percent / KMnO₄ / H₂O / Heating

3: 1) NEt₃, ethyl chloroformate, 2) LiAlH₄ / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min

4: 76 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

5: 85 percent / propan-2-ol / 21 h / 41 - 42 °C

6: 76 percent / dimethylformamide / 45 h / 102 - 107 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium permanganate; lithium aluminium tetrahydride; phosphoric acid; chloroformic acid ethyl ester; copper; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In water; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1248/cpb.38.2446

Reference yield:

3-methylpyridin-2-ylamine (1603-40-3) → 2-(N-Benzyl-N-methylamino)ethyl Methyl 4-(2-Trifluoromethyl-3-pyridyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (108337-84-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 88 percent / NaNO₂, Br₂, 48percent HBr / 5 °C

2: 48 percent / Cu, HMPA / 4 h / 112 - 130 °C / autoclave

3: 34 percent / KMnO₄ / H₂O / Heating

4: 1) NEt₃, ethyl chloroformate, 2) LiAlH₄ / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min

5: 76 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

6: 85 percent / propan-2-ol / 21 h / 41 - 42 °C

7: 76 percent / dimethylformamide / 45 h / 102 - 107 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium permanganate; lithium aluminium tetrahydride; phosphoric acid; hydrogen bromide; bromine; chloroformic acid ethyl ester; copper; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; sodium nitrite; In water; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1248/cpb.38.2446

upstream raw materials:

2',6'-Dimethyl-2-trifluoromethyl-1',4'-dihydro-[3,4']bipyridinyl-3',5'-dicarboxylic acid 5'-(2-chloro-ethyl) ester 3'-methyl ester

benzyl-methyl-amine

3-methylpyridin-2-ylamine

2-bromo-3-picoline