73164-32-6

Usage

Uses

Used in Pharmaceutical Industry:
2-METHYL-4-(1-PIPERIDINYL)-BENZENAMINE is used as a building block for the synthesis of pharmaceutical drugs due to its versatile reactivity and compatibility with various chemical reactions. Its presence in the molecular structure of drugs can contribute to their therapeutic effects and pharmacological properties.
Used in Chemical Industry:
In the chemical industry, 2-METHYL-4-(1-PIPERIDINYL)-BENZENAMINE is utilized as an intermediate in the production of other organic compounds. Its unique molecular structure allows for further functionalization and modification, making it a key component in the synthesis of a wide range of chemical products.

Upstream product

• 110-89-4 piperidine 
• 2835-99-6 4-amino-3-methylphenol 
• 14495-51-3 2-bromo-5-chlorotoluene 
• 52415-00-6 4-iodo-2-methyl-1-nitro-benzene 
• 120534-11-4 N-(3-methyl-4-nitrophenyl)piperidine 

Relevant academic research and scientific papers

Catalytic Amination of Phenols with Amines

Given the wide prevalence and ready availability of both phenols and amines, aniline synthesis through direct coupling between these starting materials would be extremely attractive. Herein, we describe a rhodium-catalyzed amination of phenols, which provides concise access to diverse anilines, with water as the sole byproduct. The arenophilic rhodium catalyst facilitates the inherently difficult keto–enol tautomerization of phenols by means of π-coordination, allowing for the subsequent dehydrative condensation with amines. We demonstrate the generality of this redox-neutral catalysis by carrying out reactions of a large array of phenols with various electronic properties and a wide variety of primary and secondary amines. Several examples of late-stage functionalization of structurally complex bioactive molecules, including pharmaceuticals, further illustrate the potential broad utility of the method.

Catalyst-Directed Chemoselective Double Amination of Bromo-chloro(hetero)arenes: A Synthetic Route toward Advanced Amino-aniline Intermediates

A chemoselective sequential one-pot coupling protocol was developed for preparing several amino-anilines in high yield as building blocks for active pharmaceutical ingredients (APIs). Site (Cl vs Br on electrophile) and nucleophile (amine vs imine) selectivity is dictated by the catalyst employed. A Pd-crotyl(t-BuXPhos) precatalyst selectively coupled the Ar-Br of the polyhaloarene with benzophenone imine, even in the presence of a secondary amine, while Pd-based RuPhos or (BINAP)Pd(allyl)Cl coupled the Ar-Cl site with secondary amines.