N'-(4-Cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine

Base Information

• Chemical Name: N'-(4-Cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine
• CAS No.: 109912-34-7
• Molecular Formula: C21H28N4O
• Molecular Weight: 352.47
• DSSTox Substance ID: DTXSID00391107
• Wikidata: Q82188342
• Mol file: 109912-34-7.mol

Synonyms:109912-34-7;N'-(4-Cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine;5-[2-[(4-methoxyphenyl)methyl-pyridin-2-ylamino]ethyl-methylamino]pentanenitrile;DTXSID00391107;SZXAMPXPWBJHAR-UHFFFAOYSA-N;AKOS030240261;FT-0665245;N inverted exclamation mark -(4-Cyanobutyl)-N-(4-methoxybenzyl)-N inverted exclamation mark -methyl-N-2-pyridinyl-1,2-ethanediamine

Chemical Property of N'-(4-Cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine

Chemical Property:

• Vapor Pressure: 8.37E-12mmHg at 25°C
• Boiling Point: 541.8°C at 760 mmHg
• Flash Point: 281.5°C
• PSA: 52.39000
• Density: 1.096g/cm³
• LogP: 3.72248
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 352.22631153
• Heavy Atom Count: 26
• Complexity: 414

Purity/Quality:

97% ^*data from raw suppliers

N’-(4-Cyanobutyl)-N-(4-methoxybenzyl)-N’-methyl-N-2-pyridinyl-1,2-ethanediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(CCCCC#N)CCN(CC1=CC=C(C=C1)OC)C2=CC=CC=N2
• Uses: N’-(4-Cyanobutyl)-N-(4-methoxybenzyl)-N’-methyl-N-2-pyridinyl-1,2-ethanediamine (cas# 109912-34-7) is a compound useful in organic synthesis.

Technology Process of N'-(4-Cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine

There total 3 articles about N'-(4-Cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine 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: 79.0%

5-bromopentan-1-nitrile (5414-21-1) + N-Desmethylpyrilamine (104499-47-0) → N'-(4-cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine (109912-34-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1016/0223-5234(87)90002-X

Reference yield:

N'-formyl-N-(4-methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine (109912-29-0) → N'-(4-cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine (109912-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

2: 79 percent / potassium carbonate / dimethylformamide / 2 h / 100 °C

With lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(87)90002-X

Reference yield:

N-(4-methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine (109912-28-9) → N'-(4-cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine (109912-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / acetic anhydride / diethyl ether / 16 h / 22 °C

2: 95 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

3: 79 percent / potassium carbonate / dimethylformamide / 2 h / 100 °C

With lithium aluminium tetrahydride; acetic anhydride; potassium carbonate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(87)90002-X

upstream raw materials:

5-bromopentan-1-nitrile

N-Desmethylpyrilamine

N'-formyl-N-(4-methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine

N-(4-methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine

Downstream raw materials:

N'-(5-aminopentyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine

N'-(5-N-acetamidopentyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine

bolpyramine

iodobolpyramine