N'-Benzyl-N'-methyl-2-aminopyridine

Base Information

• Chemical Name: N'-Benzyl-N'-methyl-2-aminopyridine
• CAS No.: 20173-75-5
• Molecular Formula: C13H14N2
• Molecular Weight: 198.268
• NSC Number: 71807
• UNII: RG6040NYHJ
• DSSTox Substance ID: DTXSID30174006
• Nikkaji Number: J784.202C
• Wikidata: Q27148781
• Mol file: 20173-75-5.mol

Synonyms:N'-Benzyl-N'-methyl-2-aminopyridine;20173-75-5;N-benzyl-N-methylpyridin-2-amine;N-Benzyl-N-methyl-2-pyridinamine-3-D;UNII-RG6040NYHJ;RG6040NYHJ;2122799-85-1;NSC 71807;NSC-71807;N-methyl-N-(phenylmethyl)-2-pyridinamine;N-methyl-N-(phenylmethyl)pyridin-2-amine;N-(Phenylmethyl)-N-methyl-2-pyridinamine;N-pyridyl-N-benzyl methylamine;SCHEMBL4747138;CHEBI:79659;DTXSID30174006;N-Methyl-N-benzylpyridin-2-amine;NSC71807;2-(BENZYLMETHYLAMINO)PYRIDINE;MFCD31699981;AKOS027557848;2-(BENZYL(METHYL)AMINO)PYRIDINE;PYRIDINE, 2-(BENZYLMETHYLAMINO)-;SY246283;2-Pyridinamine, N-methyl-N-(phenylmethyl)-;A816614;Q27148781;Z31196503

Chemical Property of N'-Benzyl-N'-methyl-2-aminopyridine

Chemical Property:

• Vapor Pressure: 0.000159mmHg at 25°C
• Boiling Point: 331.2°Cat760mmHg
• Flash Point: 154.1°C
• Density: 1.093g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 198.115698455
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC1=CC=CC=C1)C2=CC=CC=N2

Technology Process of N'-Benzyl-N'-methyl-2-aminopyridine

There total 20 articles about N'-Benzyl-N'-methyl-2-aminopyridine 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: 99.0%

2-chloropyridine (109-09-1) + benzyl-methyl-amine (103-67-3) → N-benzyl-N-methyl-N-(2-pyridyl)amine (20173-75-5)

Guidance literature:

With PdCl₂(C₃H₃N₂(CH₃))(C₃H₂N₂(C₆H₃(C₃H₇)2)2); potassium tert-butylate; In 1,4-dioxane; at 70 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2011.05.057

Reference yield: 99.0%

2-fluoropyridine (372-48-5) + benzyl-methyl-amine (103-67-3) → N-benzyl-N-methyl-N-(2-pyridyl)amine (20173-75-5)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; sodium t-butanolate; 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene monohydrochloride; In toluene; at 100 ℃; for 20h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201300485

Reference yield: 95.0%

2-fluoropyridine (372-48-5) + C8H10N(1-)*BH3*Li(1+) → N-benzyl-N-methyl-N-(2-pyridyl)amine (20173-75-5)

Guidance literature:

2-fluoropyridine; C₈H₁₀N^(1-)*BH₃*Li⁽¹⁺⁾; In tetrahydrofuran; at 20 ℃; for 1h;

With hydrogenchloride; In methanol; for 12h; Heating;

DOI:10.1021/ol035430j

upstream raw materials:

2-(Dimethylamino)pyridine

benzyl chloride

N-benzylpyridin-2-amine

methyl iodide

Downstream raw materials:

N-(2-pyridyl)-N-methyl-α-phenyl(n-propyl)amine

2-(N-methylamino)pyridine

Refernces

• 1、 Pozharskii,Konstantinchenko. "-". . . Retrieved 1973.
• 2、 Coffey, Steven B.,Bernhardson, David J.,Wright, Stephen W.. "Synthesis and characterization of an isopropylBippyPhos precatalyst". . . Retrieved 2021/12/17.
• 3、 Fan, Qing-Hua,Liu, Xintong,Luo, Zhenli,Pan, Yixiao,Xu, Lijin,Yang, Ji,Yao, Zhen,Zhang, Xin. "BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant". supporting information. p. 5205 - 5211. Retrieved 2021/07/29.