1122-71-0Relevant articles and documents
SEQUENCE OF REPLACEMENT OF HYDROGEN IN 2,6-DIMETHYLPYRIDINE BY LITHIUM OR HALOGEN
Karpman, Ya.S.,Azimov, V.A.,Anisimova, O.S.,Yakhontov, L.N.
, p. 89 - 93 (1980)
It is shown that, according to the results of chromatographic mass spectrometry, the reaction of 2,6-dimethylpyridine with phenyllithium leads only to the monolithium derivative.The chlorination and bromination of 2,6-dimethylpyridine with various reagents were studied systematically.A method for the conversion of 2,6-bis(chloromethyl)pyridine to 2,6-bis(hydroxymethyl)pyridine is given.
-
Luz et al.
, p. 1114,1116 (1955)
-
IMPROVED PROCEDURES FOR PREPARATION OF 2-PYRIDONES AND 2-HYDROXYMETHYLPYRIDINES FROM PYRIDINE N-OXIDES
Konno, Katsuhiro,Hashimoto, Kimiko,Shirahama, Haruhisa,Matsumoto, Takeshi
, p. 2169 - 2172 (1986)
2-Pyridones and 2-hydroxymethylpyridines were prepared from pyridine N-oxides by treatment with trifluoroacetic anhydride in dimethylformamide.The reaction proceeds at room temperature in satisfactory yields.
-
Jones,Russell
, p. 2246 (1969)
-
Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid
Bryliakov, Konstantin P.,Lubov, Dmitry P.,Lyakin, Oleg Yu.,Rybalova, Tatyana V.,Samsonenko, Denis G.,Talsi, Evgenii P.
supporting information, p. 11150 - 11156 (2020/09/02)
Four palladium(ii) complexes with tripodal ligands of the tpa family (tpa = tris(2-pyridylmethyl)amine) have been synthesized and X-ray characterized. These complexes efficiently catalyze benzylic C-H oxidation of various substrates with peracetic acid, affording the corresponding ketones in high yields (up to 100%), at 1 mol% catalyst loadings. Complex [(tpa)Pd(OAc)](PF6) with the least sterically demanding ligand tpa demonstrates the highest substrate conversions and ketone selectivities. Preliminary mechanistic data provide evidence in favor of metal complex-mediated rate-limiting benzylic C-H bond cleavage by an electron-deficient oxidant.
Methyl Scanning and Revised Binding Mode of 2-Pralidoxime, an Antidote for Nerve Agent Poisoning
Gambino, Adriana,Burnett, James C.,Koide, Kazunori
, p. 1893 - 1898 (2020/02/06)
Organophosphorus nerve agents (OPNAs) inhibit acetylcholinesterase (AChE) and, despite the Chemical Weapons Convention arms control treaty, continue to represent a threat to both military personnel and civilians. 2-Pralidoxime (2-PAM) is currently the only therapeutic countermeasure approved by the United States Food and Drug Administration for treating OPNA poisoning. However, 2-PAM is not centrally active due to its hydrophilicity and resulting poor blood-brain barrier permeability; hence, these deficiencies warrant the development of more hydrophobic analogs. Specifically, gaps exist in previously published structure activity relationship (SAR) studies for 2-PAM, thereby making it difficult to rationally design novel analogs that are concomitantly more permeable and more efficacious. In this study, we methodically performed a methyl scan on the core pyridinium of 2-PAM to identify ring positions that could tolerate both additional steric bulk and hydrophobicity. Subsequently, SAR-guided molecular docking was used to rationalize hydropathically feasible binding modes for 2-PAM and the reported derivatives. Overall, the data presented herein provide new insights that may facilitate the rational design of more efficacious 2-PAM analogs.