N-(4-methoxybenzyl)pyridin-2-amine

Base Information

• Chemical Name: N-(4-methoxybenzyl)pyridin-2-amine
• CAS No.: 52818-63-0
• Molecular Formula: C13H14N2O
• Molecular Weight: 214.267
• Hs Code.: 29333999
• European Community (EC) Number: 258-202-1
• NSC Number: 124138
• UNII: V4N1TI20XX
• DSSTox Substance ID: DTXSID70200797
• Nikkaji Number: J62.787I
• Wikidata: Q83073963
• Mol file: 52818-63-0.mol

Synonyms:52818-63-0;N-(4-methoxybenzyl)pyridin-2-amine;2-(4-Methoxybenzylamino)pyridine;N-[(4-methoxyphenyl)methyl]pyridin-2-amine;p-Anisyl(2-pyridyl)amine;V4N1TI20XX;EINECS 258-202-1;NSC-124138;2-Pyridinamine, N-((4-methoxyphenyl)methyl)-;NSC124138;[(4-methoxyphenyl)methyl]-2-pyridylamine;Maybridge1_007212;UNII-V4N1TI20XX;Oprea1_235449;Oprea1_273739;Oprea1_822723;SCHEMBL2312890;2-(p-methoxybenzylamino)pyridine;4-Methoxybenzyl 2-pyridinylamine;HMS561P18;DTXSID70200797;AMY30546;MEPYRAMINE MALEATE IMPURITY A;BBL009747;MFCD00006252;SKF-47437;STK499966;AKOS000520940;AKOS003627354;CCG-253094;NSC 124138;SB79204;s10095;N-(4-methoxybenzyl)-N-(2-pyridyl)amine;TS-00445;BB 0258402;CS-0172598;EU-0017561;FT-0640112;EN300-10164308;N-((4-METHOXYPHENYL)METHYL)-2-PYRIDINAMINE;Z31235113

Chemical Property of N-(4-methoxybenzyl)pyridin-2-amine

Chemical Property:

• Vapor Pressure: 1.87E-05mmHg at 25°C
• Melting Point: 121-126 °C
• Refractive Index: 1.6450 (estimate)
• Boiling Point: 362.9 °C at 760 mmHg
• PKA: 6.28±0.10(Predicted)
• Flash Point: 173.3 °C
• PSA: 34.15000
• Density: 1.146 g/cm³
• LogP: 2.77530
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 214.110613074
• Heavy Atom Count: 16
• Complexity: 190

Purity/Quality:

99.9% ^*data from raw suppliers

N-[(4-Methoxyphenyl)methyl]-2-pyridinamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CNC2=CC=CC=N2
• Uses: N-[(4-Methoxyphenyl)methyl]-2-pyridinamine was used in the study of synthesis and microbiology evaluations of (N-heteroaryl)arylmethanamines and their Schiff bases.

Technology Process of N-(4-methoxybenzyl)pyridin-2-amine

There total 16 articles about N-(4-methoxybenzyl)pyridin-2-amine 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: 100.0%

2-aminopyridine (504-29-0) + 4-Methoxybenzyl alcohol (105-13-5) → 2-(4-methoxybenzylamino)pyridine (52818-63-0)

Guidance literature:

With dichloro-[1,3-bis(2,4-dimethylbenzyl)perhydrobenzimidazol-2-ylidene](p-cymene)ruthenium(II); potassium tert-butylate; at 120 ℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1016/j.poly.2019.114234

Reference yield: 96.0%

2-iodopyridine (5029-67-4) + 4-methoxy-benzylamine (2393-23-9) → 2-(4-methoxybenzylamino)pyridine (52818-63-0)

Guidance literature:

With copper(l) iodide; 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethan-1-one; caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 17h; Inert atmosphere;

DOI:10.1039/b821212k

Reference yield: 93.0%

pyridin-3-ylamine (462-08-8) + 4-Methoxybenzyl alcohol (105-13-5) → 2-(4-methoxybenzylamino)pyridine (52818-63-0)

Guidance literature:

With [(η5-pentamethylcyclopentadienyl)Ir^IIIbis-(κC-1,3-dimethylimidazol-2-ylidene)Cl]BF₄; potassium tert-butylate; In toluene; at 80 ℃; for 12h;

DOI:10.1016/j.poly.2021.115289

upstream raw materials:

2-aminopyridine

4-methoxy-benzaldehyde

4-Methoxybenzyl alcohol

2-<(p-methoxybenzylidene)amino>pyridine

Downstream raw materials:

N-(4-methoxybenzyl)-N-(5-nitropyridin-2-yl)-N-(pyridin-2-yl)amine

tert-butyl 4-(2-((4-methoxybenzyl)(pyridin-2-yl)amino)ethyl)piperazine-1-carboxylate

(S)-tert-butyl 3-(2-((4-methoxybenzyl)(pyridin-2-yl)amino)acetamido)pyrrolidin-1-carboxylate

6-chloro-N-(3-fluoropyridin-4-yl)-8-((4-methoxybenzyl)(pyridin-2-yl)amino)imidazo[1,2-b]pyridazine-3-carboxamide

Refernces

• 1、 Panigrahi, Ahwan,Ramaiah Prabhu, Kandikere,Sharanappa Sherikar, Mahadev. "ZnBr2 Mediated C?N Bond Formation using Cinnamyl Alcohol and 2-Amino Pyridines". . p. 3054 - 3058. Retrieved 2021.
• 2、 Huang, Ming,Li, Yinwu,Lan, Xiao-Bing,Liu, Jiahao,Zhao, Cunyuan,Liu, Yan,Ke, Zhuofeng. "Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols". supporting information. p. 3451 - 3461. Retrieved 2021/05/03.