39099-13-3

Basic information

• Product Name: N-ETHYL-P-METHYLBENZYLAMINE
• Synonyms: N-ETHYL-P-METHYLBENZYLAMINE;N-(4-methylbenzyl)ethanamine;N-Ethyl-N-[2-(4-methylphenyl)ethyl]amine;N-(4-Methylbenzyl);N-[(4-methylphenyl)methyl]ethanamine
• CAS NO: 39099-13-3
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• Mol File: 39099-13-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 214.8±9.0 °C(Predicted)
• Appearance: /
• Density: 0.910±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 10.00±0.10(Predicted)
• CAS DataBase Reference: N-ETHYL-P-METHYLBENZYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ETHYL-P-METHYLBENZYLAMINE(39099-13-3)
• EPA Substance Registry System: N-ETHYL-P-METHYLBENZYLAMINE(39099-13-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 39099-13-3(Hazardous Substances Data)

Usage

Uses

N-(4-Methylbenzyl)ethanamine is a useful reagent in the preparation of novel piperidine-?4-?carboxamide derivatives used as potential CCR5 inhibitors.

Upstream product

• 515-46-8 Ethyl benzenesulfonate 
• 104-84-7 para-methylbenzylamine 
• 20443-71-4 ethyl chlorobenzene-p-sulphonate 
• 15481-55-7 4-Nitrobenzenesulfonic acid ethyl ester 
• 26819-08-9 N-ethyl-4-methylbenzamide 
• 874-60-2 4-methyl-benzoyl chloride 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 25079-96-3 N-(4-methylbenzyl)acetamide 

Downstream Products

• 457-63-6 ethyl-(4-fluoro-benzyl)-(4-methyl-benzyl)-amine 
• 429-80-1 ethyl-4-(fluoro-benzyl)-methyl-(4-methyl-benzyl)-ammonium; iodide 

Relevant articles and documents

Deoxygenative hydroboration of primary, secondary, and tertiary amides: Catalyst-free synthesis of various substituted amines

Transformation of relatively less reactive functional groups under catalyst-free conditions is an interesting aspect and requires a typical protocol. Herein, we report the synthesis of various primary, secondary, and tertiary amines through hydroboration of amides using pinacolborane under catalyst-free and solvent-free conditions. The deoxygenative hydroboration of primary and secondary amides proceeded with excellent conversions. The comparatively less reactive tertiary amides were also converted to the corresponding N,N-diamines in moderate yields under catalyst-free conditions, although alcohols were obtained as a minor product.

Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application

Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.

Pyrano-[2,3b]-pyridines as potassium channel antagonists

The design and synthesis of a series of highly functionalized pyrano-[2,3b]-pyridines is described. These compounds were assayed for their ability to block the IKur channel encoded by the gene hKV1.5 in patch-clamped L-929 cells. Six of the compounds in this series showed sub-micromolar activity, the most potent being 4-(4-ethyl-benzenesulfonylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3b]-pyridine-6-carboxylic acid ethyl-phenyl-amide with an IC50 of 378 nM.