84174-25-4

Upstream product

• 140-75-0 para-fluorobenzylamine 
• 109-94-4 formic acid ethyl ester 
• 16712-16-6 ammonium formate 
• 459-57-4 4-fluorobenzaldehyde 
• 124-38-9 carbon dioxide 
• 64-18-6 formic acid 
• 123-76-2 levulinic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 77287-34-4 formamide 
• 67-56-1 methanol 
• 1194-02-1 4-fluorobenzonitrile 
• 201230-82-2 carbon monoxide 

Downstream Products

• 148890-53-3 4-fluorobenzyl isocyanide 
• 84174-21-0 N-(4-fluorobenzyl)-N-methylnitrous amide 
• 730964-78-0 methyl 2-isocyano-2-(4-fluorophenyl)acetate 
• 1312201-47-0 3-(4-fluorobenzyl)-1-methylimidazolidine-2,4-dione 
• 1027037-42-8 6-Chloro-5-(3,4-dimethoxy-benzyl)-3-(4-fluoro-phenyl)-5H-imidazo[1,5-a]quinoxalin-4-one 
• 180207-96-9 7-Chloro-5-(3,4-dimethoxy-benzyl)-3-(4-fluoro-phenyl)-5H-imidazo[1,5-a]quinoxalin-4-one 
• 1026965-28-5 5-(3,4-Dimethoxy-benzyl)-7-fluoro-3-(4-fluoro-phenyl)-5H-imidazo[1,5-a]quinoxalin-4-one 
• 1026910-03-1 7-Chloro-5-(3,4-dimethoxy-benzyl)-3-(4-fluoro-phenyl)-4,5-dihydro-imidazo[1,5-a]quinoxaline 
• 1026071-37-3 5-(3,4-Dimethoxy-benzyl)-7-fluoro-3-(4-fluoro-phenyl)-4,5-dihydro-imidazo[1,5-a]quinoxaline 
• 148891-12-7 (3,5-Dimethyl-piperazin-1-yl)-[7-fluoro-3-(4-fluoro-phenyl)-4H-imidazo[1,5-a]quinoxalin-5-yl]-methanone 
• 148891-10-5 (3,5-Dimethyl-piperazin-1-yl)-[3-(4-fluoro-phenyl)-4H-imidazo[1,5-a]quinoxalin-5-yl]-methanone 

Relevant academic research and scientific papers

Catalyst freeN-formylation of aromatic and aliphatic amines exploiting reductive formylation of CO2using NaBH4

Herein, we report a sustainable approach forN-formylation of aromatic as well as aliphatic amines using sodium borohydride and carbon dioxide gas. The developed approach is catalyst free, and does not need pressure or a specialized reaction assembly. The reductive formylation of CO2with sodium borohydride generates formoxy borohydride speciesin situ, as confirmed by1H and11B NMR spectroscopy. Thein situformation of formoxy borohydride species is prominent in formamide based solvents and is critical for the success of theN-formylation reactions. The formoxy borohydride is also found to promote transamidation reactions as a competitive pathway along with reductive functionalization of CO2with amine leading toN-formylation of amines.

Bifunctional Ru-loaded Porous Organic Polymers with Pyridine Functionality: Recyclable Catalysts for N-Formylation of Amines with CO2 and H2

A series of pyridine functionalized porous organic polymers (POPs-Py&PPh3) have been synthesized by polymerizing tris(4-vinylphenyl)phosphane and 4-vinylpyridine. The pyridine moieties in the copolymer materials contribute to CO2 adsorption and promote the subsequent conversion of CO2. The POP supported Ru catalyst (Ru/POP3-Py&PPh3) shows a high catalytic activity (TON up to 710) in the N-formylation of various primary and secondary amines with CO2/H2, affording the corresponding formamides in good yields (55–95%) under mild reaction conditions. The heterogeneous catalyst can be easily separated from the reaction system and reused for at least eight cycles in the N-formylation of morpholine. (Figure presented.).

Chromium-catalysed efficient: N -formylation of amines with a recyclable polyoxometalate-supported green catalyst

A simple and efficient protocol for the formylation of amines with formic acid, catalyzed by a polyoxometalate-based chromium catalyst, is described. Notably, this method shows excellent activity and chemoselectivity for the formylation of primary amines; diamines have also been successfully employed. Importantly, the chromium catalyst is potentially non-toxic, environmentally benign and safer than the widely used high valence chromium catalysts such as CrO3 and K2Cr2O7. The catalyst can be recycled several times with a negligible impact on activity. Finally, a plausible mechanism is provided based on the observation of intermediate and control experiments.

Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions

The conversion of aldehydes and ketones to 1° amines could be promoted by half-sandwich iridium complexes using ammonium formate as both the nitrogen and hydride source. To optimize this method for green chemical synthesis, we tested various carbonyl substrates in common polar solvents at physiological temperature (37 °C) and ambient pressure. We found that in methanol, excellent selectivity for the amine over alcohol/amide products could be achieved for a broad assortment of carbonyl-containing compounds. In aqueous media, selective reduction of carbonyls to 1° amines was achieved in the absence of acids. Unfortunately, at Ir catalyst concentrations of 1 mM in water, reductive amination efficiency dropped significantly, which suggest that this catalytic methodology might be not suitable for aqueous applications where very low catalyst concentration is required (e.g., inside living cells).

SUBSTITUTED PYRROLIDINE AMIDES IV

The invention relates to compounds according to general formula (I), which act as modulators of the glucocorticoid receptor and can be used in the treatment and/or prophylaxis of disorders which are at least partially mediated by the glucocorticoid receptor.

Application of Ugi three component reaction for the synthesis of quinapril hydrochloride

A novel, efficient and concise synthesis of chirally pure quinapril hydrochloride is described. The key step is the formation of α-amino amide backbone in one step using Ugi three component reaction. This method allows short access to α-amino amide chain which is a part of many drugs used for treatment of high blood pressure. A large molecular library can be synthesized by changing the components in Ugi reaction.

An efficient way for the: N -formylation of amines by inorganic-ligand supported iron catalysis

The first example of an inorganic-ligand supported iron(iii) catalysed coupling of formic acid and amines to form formamides is reported. The pure inorganic catalyst (NH4)3[FeMo6O18(OH)6] (1), which consists of a central FeIII single-atomic core supported within a cycle-shaped inorganic ligand consisting of six MoVIO6 octahedra, shows excellent activity and selectivity, and avoids the use of complicated/commercially unavailable organic ligands. Various primary amines and secondary amines have been successfully transformed into the corresponding formamides under mild conditions, and the formylation of primary diamines has also been achieved for the first time. The Fe catalyst 1 can be reused several times without appreciable loss of activity.

Metal-free Carbon Monoxide (CO) Capture and Utilization: Formylation of Amines

The capture and utilization of CO by 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) were performed in the absence of transition-metal complexes. The reaction of TBD with CO afforded TBD-CO adducts, which were converted to formylated TBD (TBD-CHO). TBD-CO adducts may include an interaction of CO with positively charged species based on NMR and IR analysis. In the presence of amines, CO was transferred from TBD-CO to amines, producing formylated amines with good yields. The reaction mechanism involving TBD-CO adducts is presented based on theoretical calculations. (Figure presented.).

Mesoporous imine-based organic polymer: catalyst-free synthesis in water and application in CO2 conversion

A mesoporous imine-functionalized organic polymer (Imine-POP) was prepared based on the reaction of an aryl ammonium salt with an aromatic aldehyde in water without any catalyst and template. The Pd coordinated Imine-POP exhibited high catalytic activity for the N-formylation of amines with CO2/H2 at 100 °C, affording a series of formamides in high yields.