2,2'-Bipyridin-5-ylmethanamine

Base Information

• Chemical Name: 2,2'-Bipyridin-5-ylmethanamine
• CAS No.: 220339-96-8
• Molecular Formula: C11H11 N3
• Molecular Weight: 185.228
• DSSTox Substance ID: DTXSID10432176
• Wikidata: Q82246233
• Mol file: 220339-96-8.mol

Synonyms:220339-96-8;2,2'-BIPYRIDIN-5-YLMETHANAMINE;[2,2'-Bipyridin]-5-ylmethanamine;(6-pyridin-2-ylpyridin-3-yl)methanamine;2,2'-BIPYRIDINE-5-YLMETHANAMINE;SCHEMBL12486607;DTXSID10432176;AKOS006286951;2,2-BIPYRIDIN-5-YLMETHANAMINE;1-([2,2'-Bipyridin]-5-yl)methanamine;[6-(pyridin-2-yl)pyridin-3-yl]methanamine;CS-0203122;FT-0690588

Chemical Property of 2,2'-Bipyridin-5-ylmethanamine

Chemical Property:

• Melting Point: 109-112 °C
• Boiling Point: 356.2±37.0 °C(Predicted)
• PKA: 7.82±0.29(Predicted)
• PSA: 51.80000
• Density: 1.149±0.06 g/cm3(Predicted)
• LogP: 2.30260
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.095297364
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

99.90% ^*data from raw suppliers

2,2'-BIPYRIDINE-5-YLMETHANAMINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=NC=C(C=C2)CN

Technology Process of 2,2'-Bipyridin-5-ylmethanamine

There total 12 articles about 2,2'-Bipyridin-5-ylmethanamine 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: 98.0%

5-bromomethyl-2,2'-bipyridine (98007-15-9) → 5-(aminomethyl)-2,2′-bipyridine (220339-96-8)

Guidance literature:

5-bromomethyl-2,2'-bipyridine; With hexamethylenetetramine; In dichloromethane; for 3h; Heating;

With hydrogenchloride; In ethanol; at 80 ℃; for 20h;

DOI:10.1021/jo9814795

Reference yield: 90.0%

5-phthalimidomethylbipyridine → 5-(aminomethyl)-2,2′-bipyridine (220339-96-8)

Guidance literature:

With hydrazine hydrate; In ethanol; for 18h; Inert atmosphere; Schlenk technique; Glovebox; Reflux;

DOI:10.1039/c7dt02648j

Reference yield: 77.0%

hydrogenchloride (7647-01-0,15364-23-5) + hexamethylenetetramine (100-97-0) + 5-bromomethyl-2,2'-bipyridine (98007-15-9) → 5-(aminomethyl)-2,2′-bipyridine (220339-96-8)

Guidance literature:

hexamethylenetetramine; 5-bromomethyl-2,2'-bipyridine; In chloroform; for 4h; Reflux; Inert atmosphere;

hydrogenchloride; In ethanol; water; at 80 ℃; for 20h; Reflux;

DOI:10.1039/c2dt32607h

upstream raw materials:

5-bromomethyl-2,2'-bipyridine

6-Chloronicotinic acid methyl ester

2-trimethylstannylpyridine

2-(pyrid-2-yl)-5-hydroxymethyl-pyridine

Downstream raw materials:

1,4-bis([N'-[2,2']-bipyridin-5-yl-methyl]-thioureido)benzene

1,3-bis([N-[2,2']-bipyridin-5-yl-methyl]-thioureido)benzene

C₂₈H₂₂ClFN₆O₃

C₂₅H₂₁N₇O₄

Refernces

• 1、 Pallavicini, Piersandro,Dacarro, Giacomo,Grisoli, Pietro,Mangano, Carlo,Patrini, Maddalena,Rigoni, Federica,Sangaletti, Luigi,Taglietti, Angelo. "Coordination chemistry for antibacterial materials: A monolayer of a Cu2+ 2,2′-bipyridine complex grafted on a glass surface". . p. 4552 - 4560. Retrieved 2013.
• 2、 Liao, Lian-Yan,Kong, Xing-Rui,Duan, Xin-Fang. "Reductive couplings of 2-halopyridines without external ligand: Phosphine-free nickel-catalyzed synthesis of symmetrical and unsymmetrical 2,2'-bipyridines". . p. 777 - 782. Retrieved 2014/04/03.