75356-07-9

Upstream product

• 111039-37-3 2-Amino-6-(4-chloro-phenyl)-1-oxy-4-phenyl-nicotinonitrile 
• 956-02-5 4'-chlorochalcone 
• 109-77-3 malononitrile 
• 956-04-7 3-(4-chlorophenyl)-1-phenylprop-2-en-1-one 
• 99-91-2 para-chloroacetophenone 
• 100-52-7 benzaldehyde 
• 1956-39-4 4-chloroacetophenone oxime 

Downstream Products

• 138744-55-5 7-(4-chlorophenyl)-5-phenyl-3,4-dihydropyrido[2,3-d]pyrimidin-4-one 
• 138744-68-0 7-(4-chlorophenyl)-2-methyl-5-phenyl-3,4-dihydropyrido[2,3-d]pyrimidin-4-one 
• 1370255-91-6 1-[6-(4-chlorophenyl)-3-cyano-4-phenylpyridin-2-yl]-5-oxopyrrolidine-3-carboxylic acid 
• 1392014-10-6 6-(4-chlorophenyl)-4-phenyl-2-(phenylamino)nicotinonitrile 
• 1392014-11-7 6-(4-chlorophenyl)-4-phenyl-2-(p-tolylamino)nicotinonitrile 
• 1392014-19-5 2-(4-bromophenylamino)-6-(4-chlorophenyl)-4-phenylnicotinonitrile 
• 281225-33-0 7-(4-chloro-phenyl)-3-(2-methoxy-phenyl)-5-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one 
• 281225-34-1 7-(4-chloro-phenyl)-3-(4-methoxy-phenyl)-5-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one 
• 145208-72-6 4-Amino-7-(4-chloro-phenyl)-5-phenyl-1H-pyrido[2,3-d]pyrimidin-2-one 
• 138744-59-9 2-Chloro-N-[6-(4-chloro-phenyl)-3-cyano-4-phenyl-pyridin-2-yl]-acetamide 
• 145208-70-4 4-Amino-7-(4-chloro-phenyl)-5-phenyl-1H-pyrido[2,3-d]pyrimidine-2-thione 
• 138744-57-7 7-(4-chlorophenyl)-5-phenylpyrido[2,3-d]pyrimidin-4-amine 
• 138744-50-0 2-(4-Chloro-phenyl)-4-phenyl-6,7,8,9-tetrahydro-benzo[b][1,8]naphthyridin-5-ylamine 
• 138744-53-3 7-(4-chlorophenyl)-5-phenyl-pyrido[2,3-d]pyrimidin-2,4(1H,3H)–dithione 

Relevant academic research and scientific papers

Application of salicylic acid as an eco-friendly and efficient catalyst for the synthesis of 2,4,6-triaryl pyridine, 2-amino-3-cyanopyridine, and polyhydroquinoline derivatives

In this study, three eco-friendly, efficient, and convenient protocols have been reported for one-pot synthesis of 2,4,6-triaryl pyridine, 2-amino-3-cyanopyridine, and polyhydroquinoline derivatives using salicylic acid as a catalyst under solvent-free condition. The reported protocols offer several significant advantages such as the application of a nontoxic, neutral, and cheap catalyst, environmentally friendly conditions, the easy isolation of products by filtering, short reaction times, simple methodology, and good yields.

Amberlyst-15 catalysed sonochemical synthesis of 2-amino-4,6-disubstituted nicotinonitrile derivatives and their biological evaluation

The 2-amino nicotinonitrile framework has been explored first time for the identification of potential inhibitors of SIRT1. Thus a series of targeted 2-amino-4,6-disubstituted nicotinonitrile derivatives were synthesized by employing an ultrasound assisted MCR of ketones, aldehydes, malononitrile and ammonium acetate. The MCR was carried out in the presence of Amberlyst-15 in MeCN under mild conditions to give the desired product in good yields. The reaction was less efficient in the absence of air whereas combination of Amberlyst-15, ultrasound, air and MeCN was essential for the success of this MCR. Several of the synthesized compounds showed good activities when tested for their SIRT1 inhibitory potential in vitro among which 5c, 5e and 5n were identified as the most potent (IC50 ~ 3 μM) and were better than the known inhibitor nicotinamide (IC50 ~109 μM). In the in silico docking studies these three compounds showed better binding energy (> 100 kcal/mol) and higher number of interactions than nicotinamide (binding energy -88.38 kcal/mol). While both amino (–NH2) and cyano (–CN) groups of nicotinonitrile derivatives formed H-bonds with the ASN346 and HIS363 residue respectively the nicotinamide showed similar interactions with ASP348 and ILE347 through its amide (–CONH2) moiety. Compound 5c, 5e and 5n has been identified as initial hits for further study.

β-Cyclodextrin: A supramolecular catalyst for metal-free approach towards the synthesis of 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1 H)-one

β-Cyclodextrin, a green and widespread supramolecular catalyst, has been explored as a highly proficient promoter for the metal-free one-pot multi-component synthesis of a vast range of highly functionalized bioactive heterocyclic moiety, 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1H)-one, from easily available precursor aldehydes. The main endeavor of these protocols is to explore this organic supramolecule in one-pot multi-component synthesis. Absence of metal catalyst or toxic acid and harsh reaction conditions, excellent functional group tolerance, inexpensive, greener and environmentally safe protocol are the key advantages of this work.

Synthesis of a novel acidic ionic liquid catalyst and its application for preparation of pyridines via a cooperative vinylogous anomeric-based oxidation

Abstract: In the current study, a novel acidic ionic liquid catalyst based on 8-hydroxyquinoline, namely 8,8′,8″-([1,3,5-triazine-2,4,6-triyl]tris[oxy])tris(1-sulfoquinolin-1-ium)chloride (TTS), was designed and synthesized. The structure of the prepared acidic ionic liquid (AIL) was fully investigated by using Fourier transform infrared (FT-IR) spectroscopy, energy dispersive X-ray (EDX) analysis, thermogravimetric analysis/differential thermal analysis (TGA/DTA), 1HNMR, 13CNMR and mass spectroscopy. Then, the catalytic performance of described AIL was successfully inspected toward the four-component synthesis of pyridine derivatives via a cooperative vinylogous anomeric-based oxidation. Graphic abstract: Novel AIL (TTS) showed a very high efficiency in the synthesis of pyridines. [Figure not available: see fulltext.].

One-pot synthesis of 2-amino-3-cyanopyridines and hexahydroquinolines using eggshell-based nano-magnetic solid acid catalyst via anomeric-based oxidation

Abstract: In the present research, the eggshell as a hazardous waste by European Union regulations was converted to a valuable catalyst, namely nano-Fe3O4@(HSO4)2. The as-prepared catalyst, first, was characterized using different techniques, including Fourier-transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDX), field emission scanning electron microscopy (FESEM), and transmission electron microscopy (TEM). Back-titration method confirmed the loading of a high surface density of acidic group, namely 8.8?mmol HSO4 per gram of the catalyst. The catalytic property of the as-prepared catalyst was examined in the synthesis of 2-amino-3-cyanopyridines via anomeric-based oxidation (ABO), and hexahydroquinolines derivatives. High yield, short reaction time, solvent-free condition, waste to wealth, and optimization with the design of experiment are the major advantages of the present work. Taken together, these results suggest the conversion of waste to wealth products around the world and usage in organic transformation. Graphic abstract: [Figure not available: see fulltext.].

Triarylimidazo[1,2-a]pyridine-8-carbonitriles: solvent-free synthesis and their anti-cancer evaluation

In this study, we have presented the synthesis of novel 2,5,7-triarylimidazo[1,2-a]pyridine-8-carbonitriles from 2-amino-4,6-diarlypyridine-3-carbonitrile and nitrostyrene using FeCl3 (20 mol%) as Lewis acid under solvent-free conditions. A library of compounds with diverse substitutions have also been synthesized and screened for in-vitro anti-cancer activity against various cell lines such as A549 (Lung), HCT-116 (Colon), SW-620 (Colon), and MIAPACA (Pancreas).

Catalyst-free three-component synthesis of 2-amino-4,6-diarylpyridine-3-carbonitriles under solvent-free conditions

[Figure not available: see fulltext.] A novel efficient one-pot synthesis of 2-amino-4,6-diarylpyridine-3-carbonitriles is described. Method involves heating the mixture of an acetophenone oxime, aldehyde, and malononitrile without any catalyst under solvent-free conditions to give the title compounds in good to high yields.

A concise route for the one-pot multi-component synthesis of 4,6-disubstituted 2-aminopyridine-3-carbonitriles and pyranopyrazoles using cobalt (II) nitrate hexahydrate as catalyst

Three facile and efficient routes for one-pot, cobalt (II) nitrate hexahydrate catalyzed multi-component synthesis of 2-amino-3-cyanopyridine and pyranopyrazole derivatives have been developed. The present protocols offer the products in good yields from the simple and readily available starting materials. The other salient features of these protocols are operational simplicity, easy isolation of product without the need of column chromatographic purification, and the use of cobalt (II) nitrate hexahydrate as an efficient catalyst.

Synthesis of a novel and reusable biological urea based acidic nanomagnetic catalyst: Application for the synthesis of 2-amino-3-cyano pyridines via cooperative vinylogous anomeric based oxidation

In the current study, a novel and reusable biological urea based nano magnetic catalyst namely Fe3O4@SiO2@(CH2)3-urea-benzimidazole sulfonic acid was designed and synthesized. The structure of the titled catalyst was fully characterized using several skills including Fourier transform infrared (FT-IR) spectroscopy, energy dispersive X-ray (EDX) analysis, X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermo gravimetric analysis/differential thermal analysis (TG/DTG) and vibrating sample magnetometer (VSM). Then, the catalytic performance of Fe3O4@SiO2@(CH2)3-urea-benzimidazole sulfonic acid was successfully inspected towards the multicomponent synthesis of 2-amino-3-cyano pyridine derivatives through a vinylogous anomeric based oxidation pathway.