1421275-63-9

Upstream product

• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 50638-50-1 3-methyl-4-bromo-N,N-dimethylaniline 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 121-72-2 N,N-dimethyl-m-toluidine 

Downstream Products

• 1421275-79-7 C₂₇H₂₉N₅O₂ 
• 1421275-68-4 C₂₇H₂₇N₅O 

Relevant academic research and scientific papers

Catalytic Friedel–Crafts C?H Borylation of Electron-Rich Arenes: Dramatic Rate Acceleration by Added Alkenes

In the electrophilic C?H borylation of electron-rich aromatic compounds with catecholborane, the catalytic generation of the boron electrophile is initiated by heterolysis of the B?H bond by various Lewis and Br?nsted acids, with a boronium ion formed exclusively. After ligand dissociation, the corresponding borenium ion undergoes regioselective electrophilic aromatic substitution on aniline derivatives as well as nitrogen-containing heterocycles. The catalysis is optimized using B(C6F5)3 as the initiator and proceeds without the addition of an external base or dihydrogen acceptor. Temperatures above 80 °C are generally required to secure efficient turnover in these Friedel–Crafts-type reactions. Mechanistic experiments reveal that regeneration of the boronium/borenium ion with dihydrogen release is rate-determining. This finding finally led to the discovery that, with added alkenes, catalytic C?H borylations can, for the first time, be carried out at room temperature.

Design of donor-acceptor geometry for tuning excited-state polarization: Fluorescence solvatochromism of push-pull biphenyls with various torsional restrictions on their aryl-aryl bonds

In this work, push-pull biphenyl analogs (4-(N,N-dimethylamino)-4′-formylbiphenyl) with a modulated dihedral angle of the aryl-aryl bond, using a bridged structure or methyl groups, were synthesized. Photophysical measurements of the synthesized compounds revealed the effect of the torsion between N,N-dimethylaniline (donor) and benzaldehyde moieties (acceptor) on their solvatochromic properties. Our data showed that the sensitivity of the fluorescence maxima to solvent polarity gradually increases as the biphenyl chromophore was restricted to a twisted conformation. This finding indicates that changing the torsional restrictions on the donor-acceptor system can be a factor to take into account for the development of novel solvatochromic dyes.

Synthesis and biological activity of new 4-(Pyridin-4-yl)-(3-methoxy-5- methylphenyl)- 1H-pyrazoles derivatives as ROS Receptor tyrosine kinase inhibitors

A series of new 4-(pyridin-4-yl)-(3-methoxy-5-methylphenyl)-1H-pyrazoles (6a-k & 7a-l) has been rationally designed based on the structure of the lead compound KIST301080, a selective ROS receptor tyrosine kinase inhibitor, in order to study the activity of ROS of this new class of inhibitors. The compounds were synthesized and screened against ROS kinase, where compound 6h showed moderate inhibitory activity with an IC50 value of 6.25 μM. The study emphasized the importance of the acetonitrile group at the pyrazole ring and also the importance of having a hydrogen bond donor on the distal phenyl ring linked to the pyridine moiety.