52818-63-0

Basic information

• Product Name: 2-(4-Methoxybenzylamino)pyridine
• Synonyms: N-(4-METHOXYBENZYL)PYRIDIN-2-AMINE;N[(4-METHOXYPHENYL)METHYL]-2-PYRIDINAMINE;2-(P-METHOXYBENZYL)AMINOPYRIDINE;2-(P-METHOXYBENZYL)AMINOPYRIMIDINE;2-(4-METHOXYBENZYLAMINO)PYRIDINE;(4-METHOXY-BENZYL)-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE;p-anisyl(2-pyridyl)amine;N-(p-Methoxybenzyl)pyridin-2-amine
• CAS NO: 52818-63-0
• Molecular Formula: C₁₃H₁₄N₂O
• Molecular Weight: 215.25
• EINECS: 258-202-1
• Mol File: 52818-63-0.mol
• Article Data: 40

Chemical Properties

• Melting Point: 121-126 °C
• Boiling Point: 354.4°C (rough estimate)
• Flash Point: 173.3 °C
• Appearance: /
• Density: 1.0850 (rough estimate)
• Vapor Pressure: 1.87E-05mmHg at 25°C
• Refractive Index: 1.6450 (estimate)
• Storage Temp.: 2-8°C
• PKA: 6.28±0.10(Predicted)
• CAS DataBase Reference: 2-(4-Methoxybenzylamino)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Methoxybenzylamino)pyridine(52818-63-0)
• EPA Substance Registry System: 2-(4-Methoxybenzylamino)pyridine(52818-63-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 52818-63-0(Hazardous Substances Data)

Usage

Chemical Properties

white to yellow powder

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.

InChI:InChI=1/C13H14N2O/c1-16-12-7-5-11(6-8-12)10-15-13-4-2-3-9-14-13/h2-9H,10H2,1H3,(H,14,15)/p+1

Upstream product

• 504-29-0 2-aminopyridine 
• 2393-23-9 4-methoxy-benzylamine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 462-08-8 pyridin-3-ylamine 
• 15009-91-3 2-nitropyridine 
• 38427-94-0 N-(tert-butoxycarbonyl)-2-aminopyridine 
• 123-11-5 4-methoxy-benzaldehyde 
• 40037-18-1 2-<(p-methoxybenzylidene)amino>pyridine 
• 824-94-2 p-methoxybenzyl chloride 
• 1445435-39-1 C₁₈H₂₂N₂O₃ 
• 5029-67-4 2-iodopyridine 

Downstream Products

• 1009069-76-4 N-(4-methoxybenzyl)-N-(5-nitropyridin-2-yl)-N-(pyridin-2-yl)amine 
• 1345012-36-3 tert-butyl 4-(2-((4-methoxybenzyl)(pyridin-2-yl)amino)ethyl)piperazine-1-carboxylate 
• 1345012-43-2 (S)-tert-butyl 3-(2-((4-methoxybenzyl)(pyridin-2-yl)amino)acetamido)pyrrolidin-1-carboxylate 
• 1177415-99-4 6-chloro-N-(3-fluoropyridin-4-yl)-8-((4-methoxybenzyl)(pyridin-2-yl)amino)imidazo[1,2-b]pyridazine-3-carboxamide 
• 52818-55-0 4-Benzamido-1-(2-[N-(p-methoxybenzyl)-N-(2-pyridyl)]-amino)ethylpiperidine 
• 562847-53-4 8-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-octanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide 
• 562847-52-3 6-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide 
• 562847-51-2 4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-{2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-N-methyl-butyramide 
• 562847-50-1 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-{2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-N-methyl-acetamide 
• 562847-57-8 8-amino-octanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide 
• 562847-56-7 6-amino-hexanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide 
• 562847-55-6 4-amino-N-{2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-N-methyl-butyramide 
• 562847-60-3 4-({2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amino)-butyronitrile 
• 562847-54-5 2-amino-N-{2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-N-methyl-acetamide 

Relevant articles and documents

SYNTHESIS, STRUCTURE, AND PROPERTIES OF 1-(p-R-PHENACYL)-2-(p-METHOXYBENZYLAMINO)PYRIDINIUM BROMIDES

We have synthesized 2-(p-methoxybenzylamino)-1-(p-R-phenacyl)pyridinium bromides by alkylation of 2-(p-methoxybenzylamino)pyridine with substituted phenacyl bromides.Using spectral methods we have shown that the title compounds exist in the form of 1,2-diaryl-2-hydroxy-2,3-dihydroimidazopyridinium salts.We have studied their properties and suggest an alternative synthesis route.

[(PPh3)2NiCl2]-Catalyzed C-N bond formation reaction via borrowing hydrogen strategy: Access to diverse secondary amines and quinolines

Commercially available [(PPh3)2NiCl2] was found to be an efficient catalyst for the mono-N-alkylation of (hetero)- A romatic amines, employing alcohols to deliver diverse secondary amines, including the drug intermediates chloropyramine (5b) and mepyramine (5c), in excellent yields (up to 97%) via the borrowing hydrogen strategy. This method shows a superior activity (TON up to 10000) with a broad substrate scope at a low catalyst loading of 1 mol % and a short reaction time. Further, this strategy is also successful in accessing various quinoline derivatives following the acceptorless dehydrogenation pathway.

Convenient and Reusable Manganese-Based Nanocatalyst for Amination of Alcohols

The development of new sustainable nanocatalytic systems for green chemical synthesis is a growing area in chemical science. Herein, a reusable heterogeneous N-doped graphene-based manganese nanocatalyst (Mn@NrGO) for selective N-alkylation of amines with alcohols is described. Mechanistic studies illustrate that the catalytic reaction follows a domino dehydrogenation-condensation-hydrogenation sequence of alcohols and amines with the formation of water as the sole by-product. The scope of the reaction is extended to the synthesis of pharmaceutically important N-alkylated amine intermediates. The heterogeneous nature of the catalyst made it easy to separate for long-term performance, and the recycling study revealed that the catalyst was robust and retained its activity after several recycling experiments.