4-(3-methoxybenzyl)-1-methyl-1,2,3,6-tetrahydropyridine-2-carbonitrile

Base Information

• Chemical Name: 4-(3-methoxybenzyl)-1-methyl-1,2,3,6-tetrahydropyridine-2-carbonitrile
• CAS No.: 78815-54-0
• Molecular Formula: C₁₅H₁₈N₂O
• Molecular Weight: 242.321
• Mol file: 78815-54-0.mol

Synonyms:4-(3-methoxybenzyl)-1-methyl-1,2,3,6-tetrahydropyridine-2-carbonitrile

Chemical Property of 4-(3-methoxybenzyl)-1-methyl-1,2,3,6-tetrahydropyridine-2-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 4-(3-methoxybenzyl)-1-methyl-1,2,3,6-tetrahydropyridine-2-carbonitrile

There total 2 articles about 4-(3-methoxybenzyl)-1-methyl-1,2,3,6-tetrahydropyridine-2-carbonitrile 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: 12.1%

potassium cyanide (151-50-8) + 4-(3-methoxybenzyl)-1-methylpyridinium iodide (78815-50-6) → 1,2,3,6-tetrahydro-4-(3-methoxybenzyl)-1-methylpyridine(N-B)borane + 4-(3-methoxybenzyl)-1-methyl-1,2,3,6-tetrahydropyridine-2-carbonitrile (78815-54-0) + 2-cyano-1,2,3,6-tetrahydro-4-(3-methoxybenzyl)-1-methylpyridine(N-B)borane

Guidance literature:

With hydrogenchloride; sodium tetrahydroborate; In diethyl ether; water; for 4h; 10 deg C -> room temperature;

DOI:10.1039/P19810001754

Reference yield: 5.1%

sodium tetrahydroborate (16940-66-2) + 4-(3-methoxybenzyl)-1-methylpyridinium iodide (78815-50-6) → 2-cyano-1,2,3,6-tetrahydro-4-(3-methoxybenzyl)-1-methylpyridine(N-B)borane (78815-56-2) + 1,2,3,6-tetrahydro-4-(3-methoxybenzyl)-1-methylpyridine(N-B)borane + 4-(3-methoxybenzyl)-1-methyl-1,2,3,6-tetrahydropyridine-2-carbonitrile (78815-54-0)

Guidance literature:

With hydrogenchloride; potassium cyanide; In diethyl ether; water; KCN/H2O/ether treated with 5M HCl at 10°C, iodide salt dissolved, NaBH4 added, stirred, allowed to room temp. during 4 h; etheral layer sepd., washed (H2O), dried (Na2SO4), concd. under reducedpressure, chromy. (SiO2, EtOAc/light petroleum), elem. anal.;

DOI:10.1039/P19810001754

Reference yield: 85.0%

4-(3-methoxybenzyl)-1-methyl-1,2,3,6-tetrahydropyridine-2-carbonitrile (78815-54-0) → 4-(3-methoxybenzyl)-1-methylpiperidine-2-carbonitrile

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr; Ambient temperature;

upstream raw materials:

potassium cyanide

4-(3-methoxybenzyl)-1-methylpyridinium iodide

sodium tetrahydroborate

Downstream raw materials:

1,2,3,6-tetrahydro-4-(3-methoxybenzyl)-1-methylpyridine

1,2,3,6-tetrahydro-4-(3-methoxybenzyl)-2-methoxycarbonyl-1-methylpyridine

1,2,3,6-tetrahydro-4-(3-methoxybenzyl)-methylpyridine-2-carboxamide

2-(1-hydroxy-1-methylethyl)-4-(3-methoxybenzyl)-1-methylpiperidine