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

Base Information

• Chemical Name: N-(5-Aminopentyl)-N'-(4-methoxybenzyl)-N-methyl-N'-2-pyridinyl-1,2-ethanediamine
• CAS No.: 101395-32-8
• Molecular Formula: C21H32 N4 O
• Molecular Weight: 356.505
• DSSTox Substance ID: DTXSID10143891
• Nikkaji Number: J228.012D
• Wikidata: Q83007921
• Mol file: 101395-32-8.mol

Synonyms:N-(5-aminopentyl)-N'-(4-methoxybenzyl)-N-methyl-N'-2-pyridinyl-1,2-ethanediamine;SK and F 94461;SK and F-94461;SKF 94461

Chemical Property of N-(5-Aminopentyl)-N'-(4-methoxybenzyl)-N-methyl-N'-2-pyridinyl-1,2-ethanediamine

Chemical Property:

• Vapor Pressure: 1.15E-10mmHg at 25°C
• Boiling Point: 513.7°Cat760mmHg
• Flash Point: 264.5°C
• Density: 1.074g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 356.25761166
• Heavy Atom Count: 26
• Complexity: 347

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CCCCCN)CCN(CC1=CC=C(C=C1)OC)C2=CC=CC=N2

Technology Process of N-(5-Aminopentyl)-N'-(4-methoxybenzyl)-N-methyl-N'-2-pyridinyl-1,2-ethanediamine

There total 3 articles about N-(5-Aminopentyl)-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: 86.0%

N'-(4-cyanobutyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine (109912-34-7) → N'-(5-aminopentyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine (101395-32-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 22 ℃; for 18h;

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'-(5-aminopentyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine (101395-32-8)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 86 percent / LiAlH₄ / diethyl ether / 18 h / 22 °C

With lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; diethyl ether; 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'-(5-aminopentyl)-N-(4-methoxybenzyl)-N'-methyl-N-2-pyridinyl-1,2-ethanediamine (101395-32-8)

Guidance literature:

Multi-step reaction with 4 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

4: 86 percent / LiAlH₄ / diethyl ether / 18 h / 22 °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:

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

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

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

Downstream raw materials:

bolpyramine

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

Iodoaminophenpyramine

(4-{[5-({2-[(4-Methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amino)-pentylcarbamoyl]-methyl}-phenyl)-carbamic acid tert-butyl ester