Crystal structures of (S)-3-{1-[(4-chlorophenyl)-sulfonyl]piperidin-2-yl}pyridine, (S)-3-[1-(4-methylphenyl)piperidin-2-yl]pyridine, (S)-3-{1-[(4-methoxyphenyl)sulfonyl]piperidin-2-yl}pyridine and (S)-3-{1-[(3,4-dimethylphenyl)sulfonyl]piperidin-2-yl}pyridine

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Title: Crystal structures of (S)-3-{1-[(4-chlorophenyl)-sulfonyl]piperidin-2-yl}pyridine, (S)-3-[1-(4-methylphenyl)piperidin-2-yl]pyridine, (S)-3-{1-[(4-methoxyphenyl)sulfonyl]piperidin-2-yl}pyridine and (S)-3-{1-[(3,4-dimethylphenyl)sulfonyl]piperidin-2-yl}pyridine
Authors: Okmanov, R. Ya.1 raxul@mail.ru, Olimova, M. I.1, Yuldashova, I. E.1, Azimova, G. Z.2, Pulatova, F. A.3
Source: Acta Crystallographica Section E: Crystallographic Communications. Jun2026, Vol. 82 Issue 6, p557-561. 24p.
Subjects: Piperidine, Sulfonyl compounds, Chemical reactions, Crystal structure, Molecular conformation, Chirality, Pyridine derivatives, Heterocyclic chemistry
Abstract: In the presence of trimethylamine, new compounds were obtained by arylsulfonylation of 3-(piperidin-2-yl)pyridine (the alkaloid anabasine), namely: (S)-3-{1-[(4-chlorophenyl)sulfonyl]piperidin-2-yl}pyridine, C16H17ClN2O2S (1); (S)- 3-[1-(4-methylphenyl)piperidin-2-yl]pyridine, C17H20N2O2S (2); (S)-3-{1-[(4- methoxyphenyl)sulfonyl]piperidin-2-yl}pyridine, C17H20N2O3S (3); and (S)-3- {1-[(3,4-dimethylphenyl)sulfonyl]piperidin-2-yl}pyridine, C18H22N2O2S (4). In the crystal structures, the spatial arrangement of the pyridine and piperidine rings around the Csp2--C* bond, as well as the orientation of the benzene ring of the arylsulfonyl group relative to the anabasine moiety, are analyzed. [ABSTRACT FROM AUTHOR]
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Abstract:In the presence of trimethylamine, new compounds were obtained by arylsulfonylation of 3-(piperidin-2-yl)pyridine (the alkaloid anabasine), namely: (S)-3-{1-[(4-chlorophenyl)sulfonyl]piperidin-2-yl}pyridine, C16H17ClN2O2S (1); (S)- 3-[1-(4-methylphenyl)piperidin-2-yl]pyridine, C17H20N2O2S (2); (S)-3-{1-[(4- methoxyphenyl)sulfonyl]piperidin-2-yl}pyridine, C17H20N2O3S (3); and (S)-3- {1-[(3,4-dimethylphenyl)sulfonyl]piperidin-2-yl}pyridine, C18H22N2O2S (4). In the crystal structures, the spatial arrangement of the pyridine and piperidine rings around the Csp2--C* bond, as well as the orientation of the benzene ring of the arylsulfonyl group relative to the anabasine moiety, are analyzed. [ABSTRACT FROM AUTHOR]
ISSN:20569890
DOI:10.1107/S2056989026004524