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

Base Information

• Chemical Name: 2-(N-Benzyl-N-methylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitro-2-pyridyl)-3,5-pyridinedicarboxylate
• CAS No.: 108337-73-1
• Molecular Formula: C₂₅H₂₈N₄O₆
• Molecular Weight: 480.521
• Mol file: 108337-73-1.mol

Synonyms:

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

There total 7 articles about 2-(N-Benzyl-N-methylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitro-2-pyridyl)-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:

2-methylpyridine N-oxide (931-19-1) → 2-(N-Benzyl-N-methylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitro-2-pyridyl)-3,5-pyridinedicarboxylate (108337-73-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) p-nitrobenzoyl chloride, 2) AgNO₃ / 1) CHCl₃, -7 to -5 deg C, 2) -10 to 55 deg C

2: 43 percent / Heating

3: 72 percent / K₂CO₃ / methanol / 2.5 h

4: 38 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

5: propan-2-ol / 40 °C

6: dimethylformamide / 100 - 110 °C

With phosphoric acid; potassium carbonate; 4-nitro-benzoyl chloride; silver nitrate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1248/cpb.38.2446

Reference yield:

2-methyl-3-nitropyridine 1-oxide (5236-76-0) → 2-(N-Benzyl-N-methylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitro-2-pyridyl)-3,5-pyridinedicarboxylate (108337-73-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 43 percent / Heating

2: 72 percent / K₂CO₃ / methanol / 2.5 h

3: 38 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

4: propan-2-ol / 40 °C

5: dimethylformamide / 100 - 110 °C

With phosphoric acid; potassium carbonate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1248/cpb.38.2446

Reference yield:

2-hydroxymethyl-4-nitropyridine (36625-64-6) → 2-(N-Benzyl-N-methylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitro-2-pyridyl)-3,5-pyridinedicarboxylate (108337-73-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 38 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

2: propan-2-ol / 40 °C

3: dimethylformamide / 100 - 110 °C

With phosphoric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1248/cpb.38.2446

upstream raw materials:

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

benzyl-methyl-amine

2-methylpyridine N-oxide

2-methyl-3-nitropyridine 1-oxide

Refernces

• 1、 Ashimori,Ono,Uchida,Ohtaki,Fukaya,Watanabe,Yokoyama. "Novel 1,4-dihydropyridine calcium antagonists. I. Synthesis and hypotensive activity of 4-(substituted pyridyl)-1,4-dihydropyridine derivatives". . p. 2446 - 2458. Retrieved 2007/10/02.