5327-33-3Relevant articles and documents
Self-organization of 2-acylaminopyridines in the solid state and in solution
Osmialowski, Borys,Kolehmainen, Erkki,Dobosz, Robert,Gawinecki, Ryszard,Kauppinen, Reijo,Valkonen, Arto,Koivukorpi, Juha,Rissanen, Kari
, p. 10421 - 10426 (2010)
Aggregation of 2-acylaminopyridines and their 6-methyl derivatives in chloroform solution was studied by 1H, 13C, and 15N NMR spectroscopies. The results were compared with 13C and 15N CPMAS NMR and IR spectral as well as with X-ray structural data. Intermolecular interactions in solution and in solid state were found to have a similar nature. Relatively strong Namide-H...N pyridine intermolecular hydrogen bonds enable dimerization to take place. Steric interactions in N-pivaloyl- and N-1-adamantylcarbonyl as well as that caused by the 6-methyl group hinder formation of the dimeric aggregates stabilized by the Namide-H...Npyridine intermolecular hydrogen bonds. In general, the DFT optimized geometries of the aggregates in chloroform solution are in agreement with the X-ray crystal structures. Wavenumbers of the stretching vibration band of the CdO group were also found indicative of the type of hydrogen bond present in the solid state.
Manganese-mediated acetylation of alcohols, phenols, thiols, and amines utilizing acetic anhydride
Jain, Isha,Sharma, Ramandeep,Malik, Payal
supporting information, p. 2952 - 2960 (2019/09/13)
Manganese(II) chloride-catalyzed acetylation of alcohols, phenols thiols and amines with acetic anhydride is reported. This method is environment-friendly and economically viable as it involves inexpensive, relatively benign catalyst, mild reaction condition, and simple workup. Acetylation is performed under the solvent-free condition at ambient temperature and acetylated products obtained in good to excellent yields. Primary, secondary heterocyclic amines, and phenols with various functional groups are smoothly acetylated in good yields. This method exhibits exquisite chemoselectivity, the amino group is preferentially acetylated in the presence of a hydroxyl/thiol group.
A new transformation of aminopyridines upon diazotization in acetonitrile with the formation of N-pyridinylacetamides
Chudinov,Dovbnya,Krasnokutskaya,Ogorodnikov,Filimonova
, p. 2312 - 2314 (2017/05/12)
Diazotization of aminopyridines upon treatment with NaNO2 and H3PO4 in acetonitrile led to the formation of N-pyridinylacetamides. This reaction constitutes a convenient and general preparative method for the synthesis of 2-, 3-, and 4-N-pyridinylacetamides under mild conditions in good yields. The in situ oxidation of the thus obtained N-pyridinylacetamides with hydrogen peroxide gave good yields of pyridinylacetamide N-oxides.
Cation-halide transport through peptide pores containing aminopicolinic acid
Basak, Debajyoti,Sridhar, Sucheta,Bera, Amal K.,Madhavan, Nandita
supporting information, p. 4712 - 4717 (2016/06/09)
Synthetic pores that selectively transport ions of biological significance through membranes could be potentially used in medical diagnostics or therapeutics. Herein, we report cation-selective octapeptide pores derived from alanine and aminopicolinic acid. The ion transport mechanism through the pores has been established to be a cation-chloride symport. The cation-chloride co-transport is biologically essential for the efficient functioning of the central nervous system and has been implicated in diseases such as epilepsy. The pores formed in synthetic lipid bilayers do not exhibit any closing events. The ease of synthesis as well as infinite lifetimes of these pores provides scope for modifying their transport behaviour to develop sensors.
