405-40-3

Upstream product

• 460-35-5 3-chloro-1,1,1-trifluoropropane 
• 62-53-3 aniline 
• 2516-99-6 3,3,3-Trifluoropropionic acid 
• 93-98-1 N-phenyl benzoyl amide 
• 103-70-8 Formanilid 
• 2240-88-2 3,3,3-Trifluoropropanol 

Downstream Products

• 581-14-6 3-[N-(3,3,3-trifluoro-propyl)-anilino]-propane-1,2-diol 

Relevant academic research and scientific papers

Boron-Catalyzed N-Alkylation of Amines using Carboxylic Acids

A boron-based catalyst was found to catalyze the straightforward alkylation of amines with readily available carboxylic acids in the presence of silane as the reducing agent. Various types of primary and secondary amines can be smoothly alkylated with good selectivity and good functional-group compatibility. This metal-free amine alkylation was successfully applied to the synthesis of three commercial medicinal compounds, Butenafine, Cinacalcet. and Piribedil, in a one-pot manner without using any metal catalysts.

Method for preparing fluorine-containing secondary amine

The invention discloses a synthetic method of a fluorine-containing secondary amine compound. Pentamethylcyclopentadienyl iridium chloride dimer is used as a metal catalyst, fluoroalkyl comes from fluorinated alcohol, alkali is used as a co-catalyst, and the fluorine-containing secondary amine is prepared via the following step: primary amine reacts with the fluorinated alcohol under the action of the transition metal iridium catalyst and the alkali in an organic solvent to obtain the fluorine-containing secondary amine compound. The method overcomes the defects in the prior art that the fluorine-containing alkylating agent is high in toxicity and instable and needs to be prepared in advance, the reaction operation is complex, the steps are fussy and the like, and can obtain considerable yield. The adopted fluorinated alcohol is readily available, stable in chemical property and low in toxicity. The method is simple in reaction, has very high atom economy and step economy, and is energy-saving, environment-friendly and simple in operation. By adopting [Cp*IrCl2]2 as the catalyst, ligands are not needed, and the system is easy to realize.

Direct catalytic N-alkylation of amines with carboxylic acids

A straightforward process for the N-alkylation of amines has been developed applying readily available carboxylic acids and silanes as the hydride source. Complementary to known reductive aminations, effective C-N bond construction proceeds under mild conditions and allows obtaining a broad range of alkylated secondary and tertiary amines, including fluoroalkyl-substituted anilines as well as the bioactive compound Cinacalcet HCl.