102004-12-6

Upstream product

• 103-67-3 benzyl-methyl-amine 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 2043-61-0 cyclohexanecarbaldehyde 
• 98-89-5 Cyclohexanecarboxylic acid 
• 100-39-0 benzyl bromide 

Downstream Products

• 79952-95-7 N-benzyl-1-cyclohexyl-N-methylmethanamine 

Relevant academic research and scientific papers

Mild amidation of aldehydes with amines mediated by lanthanide catalysts

(Chemical Equation Presented) Catalytic amidation of aldehydes with amines is efficiently mediated by homoleptic lanthanide amido complexes, Ln[N(SiMe 3)2]3 (Ln = La, Sm, and Y). Amidation reactivity follows the trend: La > Sm ≈ Y. These reactions proceed in high yield without added oxidants, bases, and/or heat or light, which are usually required in other catalytic amidation processes. The reaction is demonstrated with a variety of amines, with yields as high as 98% based on amine.

New boron(III)-catalyzed amide and ester condensation reactions

In 1996, we reported that benzeneboronic acids bearing electron-withdrawing groups at the meta- or para-position are highly effective catalysts for the amide condensation reaction in less-polar solvents. In this paper, we report that N-alkyl-4-boronopyridinium halides are more effective catalysts than the previous ones in more polar solvents. N-Alkyl-4-boronopyridinium halides are effective not only for amide condensation between equimolar mixtures of carboxylic acids and amines but also for the esterification of α-hydroxycarboxylic acids in alcohol solvents. Furthermore, perchlorocatecholborane is more effective than areneboronic acids for the amide condensation of sterically demanding carboxylic acids. In addition, Lewis acid-assisted Br?nsted acid (LBA), which is prepared from a 1:2 M mixture of boric acid and tetrachlorocatechol, is effective for the Ritter reaction from alcohols and nitriles to amides.

Boronic acid-DMAPO cooperative catalysis for dehydrative condensation between carboxylic acids and amines

Arylboronic acid and 4-(N,N-dimethylamino)pyridine N-oxide (DMAPO) cooperatively catalyse the dehydrative condensation reaction between carboxylic acids and amines to give the corresponding amides under azeotropic reflux conditions. This cooperative use is much more effective than their individual use as catalysts, and chemoselectively promotes the amide condensation of (poly)conjugated carboxylic acids. The present method is practical and scalable, and has been applied to the synthesis of sitagliptin and a drug candidate.

Tetrabenzylpyrophosphate: An efficient catalyst for the synthesis of carboxamides from carboxylic acids and amines

An efficient method for the synthesis of simple and sterically hindered carboxamides from various carboxylic acids and amines using tetrabenzylpyrophosphate (TBPP) as a coupling agent in the presence of 4-(dimethylamino)pyridine (DMAP) is described. The r

Novel quenchers for solution phase parallel synthesis

The bifunctionality of amino acids can be exploited by utilizing them as quenchers in rapid solution phase parallel synthesis. The amino group was used to covalently trap the excess electrophiles, whereas the carboxylic acid moiety was used to solubilize