Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. 5315-25-3, formula is C6H6BrN, Name is 2-Bromo-6-methylpyridine. TThe standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Name: 2-Bromo-6-methylpyridine.
Nguyen, Kevin;Clement, Helen A.;Bernier, Louise;Coe, Jotham W.;Farrell, William;Helal, Christopher J.;Reese, Matthew R.;Sach, Neal W.;Lee, Jack C.;Hall, Dennis G. research published 《 Catalytic enantioselective synthesis of a cis-β-boronyl cyclobutylcarboxyester scaffold and its highly diastereoselective nickel/photoredox dual-catalyzed Csp3-Csp2 cross-coupling to access Elusive trans-β-aryl/heteroaryl cyclobutylcarboxyesters》, the research content is summarized as follows. Chiral cyclobutanes are components of numerous bioactive natural products, and consequently, they have also gained significant attention in medicinal chem. Optically enriched cyclobutylboronates can serve as valuable synthetic intermediates for the synthesis of a broad variety of chiral cyclobutanes through exploiting the versatility of the boronyl functionality. Herein, by using a high-throughput ligand screening approach, an efficient method for the asym. conjugate borylation of a cyclobutene 1-carboxyester was optimized, leading to a highly enantioenriched cis-β-boronyl cyclobutylcarboxyester scaffold (99% ee, >20:1 dr). Of the 118 ligands screened, the Naud family of phosphine-oxazoline ligands was found to be the most effective. Computational modeling of the possible preinsertion complexes shows a large preference for the π-bound Cu(I)-alkene complex where the substrate’s large benzhydryl ester occupies a relatively unhindered quadrant of the chiral ligand in a spatially tight environment that is highly specific for the cyclobutenoate substrate and imparts much lower selectivity with larger ring substrates. The cis diastereoselectivity is proposed to arise from a sterically controlled, irreversible protodecupration step. A highly diastereoselective nickel/photoredox dual-catalyzed Csp3-Csp2 cross-coupling of the corresponding trifluoroborate salt with aryl/heteroaryl bromides and cycloalkenyl nonaflates was developed, providing access to a wide diversity of trans-β-aryl/heteroaryl and cycloalkenyl cyclobutylcarboxyesters with an excellent diastereoselectivity and high retention of optical purity (91-99% ee, >20:1 dr). Azaheterocyclic halides, which are notoriously challenging substrates in Pd-catalyzed cross-coupling, are successful with this Ni/photoredox manifold. A stereoconvergent model based on steric factors is proposed for the key carbon-carbon bond forming step, leading to a high diastereoselectivity. Despite the radical nature of the cross-coupling conditions, the flanking carboxyester proved to be a reliable chirality relay group to maintain the stereochem. integrity of the organoboron intermediate. Furthermore, mild oxidation of the carbon-boron bond and extension of the catalytic asym. conjugate borylation reaction to a three-component aldol reaction with an aldehyde afford valuable enantioenriched cyclobutane products.
Name: 2-Bromo-6-methylpyridine, 2-Bromo-6-methylpyridine (2BMPy) is a bromopyridine derivative. It is formed when 2-chloro-6-methylpyridine is heated with bromotrimethylsilane. Its synthesis from various methods have been reported.
2-Bromo-6-methylpyridine is a building block in the preparation of nitrogen containing heterocyclic compounds.
2-Bromo-6-methylpyridine is an organic compound that belongs to the group of pyridinium halides. It is soluble in common solvents such as water, ethanol, and acetone. 2BMPy has been shown to act as a glutamate receptor antagonist and has been used in the study of glutamate receptors, including their subtypes. This chemical has also been shown to have antioxidant properties and can be used in the prevention of atherosclerosis., 5315-25-3.