N1,N1,N2-Tris(pyridin-2-ylmethyl)ethane-1,2-diamine

Base Information

• Chemical Name: N1,N1,N2-Tris(pyridin-2-ylmethyl)ethane-1,2-diamine
• CAS No.: 104170-15-2
• Molecular Formula: C20H23N5
• Molecular Weight: 333.436
• ChEMBL ID: CHEMBL4545310
• DSSTox Substance ID: DTXSID90578824
• Nikkaji Number: J3.007.793H
• Wikidata: Q82469150
• Mol file: 104170-15-2.mol

Synonyms:104170-15-2;N1,N1,N2-Tris(pyridin-2-ylmethyl)ethane-1,2-diamine;SCHEMBL825189;N,N',N'-tris(pyridin-2-ylmethyl)ethane-1,2-diamine;CHEMBL4545310;DTXSID90578824;E85723;N,N,N'-tri-(2-pyridyl-methyl)ethylene diamine;N~1~,N~1~,N~2~-Tris[(pyridin-2-yl)methyl]ethane-1,2-diamine

Chemical Property of N1,N1,N2-Tris(pyridin-2-ylmethyl)ethane-1,2-diamine

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 333.19534575
• Heavy Atom Count: 25
• Complexity: 331

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=NC(=C1)CNCCN(CC2=CC=CC=N2)CC3=CC=CC=N3

Technology Process of N1,N1,N2-Tris(pyridin-2-ylmethyl)ethane-1,2-diamine

There total 2 articles about N1,N1,N2-Tris(pyridin-2-ylmethyl)ethane-1,2-diamine 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: 55.0%

pyridine-2-carbaldehyde (1121-60-4) + (2-aminoethyl)bis(2-pyridylmethyl)amine (189440-33-3) → N1,N1,N2-tris(pyridin-2-ylmethyl)ethane-1,2-diamine (104170-15-2)

Guidance literature:

pyridine-2-carbaldehyde; (2-aminoethyl)bis(2-pyridylmethyl)amine; In methanol; for 2h; Reflux; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at 20 ℃;

DOI:10.1039/b9nj00319c

Reference yield:

(2-aminoethyl)bis(2-pyridylmethyl)amine (189440-33-3) → N1,N1,N2-tris(pyridin-2-ylmethyl)ethane-1,2-diamine (104170-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1: molecular sieves 3A / methanol / 2 h / Heating

2: 3.1 g / NaBH₄ / methanol / 20 °C

With sodium tetrahydroborate; 3 A molecular sieve; In methanol;

DOI:10.1021/ja044697q

Reference yield: 84.0%

N1,N1,N2-tris(pyridin-2-ylmethyl)ethane-1,2-diamine (104170-15-2) + 3-(bromomethyl)benzaldehyde (82072-23-9) → 3-(((2-(bis(pyridin-2-ylmethyl)amino)ethyl)(pyridin-2-ylmethyl)amino)methyl)benzaldehyde

Guidance literature:

With potassium carbonate; potassium iodide; In acetonitrile; at 92 ℃; for 24h;

DOI:10.1002/anie.201812724

upstream raw materials:

(2-aminoethyl)bis(2-pyridylmethyl)amine

pyridine-2-carbaldehyde

Downstream raw materials:

NBD-TPEA

N-(1-(4-methoxy-phenyl)-1H-[1,2,3]triazol-4-ylmethyl)-N,N′,N′-tris(pyridin-2-ylmethyl)-ethane-1,2-diamine

[(N-(1-(4-methoxy-phenyl)-1H-[1,2,3]triazol-4-ylmethyl)-N,N′,N′-tris(pyridin-2-ylmethyl)-ethane-1,2-diamine)FeCl]PF₆