Crystal structures of ( <i>S</i> )-3-{1-[(4-chlorophenyl)sulfonyl]piperidin-2-yl}pyridine, ( <i>S</i> )-3-[1-(4-methylphenyl)piperidin-2-yl]pyridine, ( <i>S</i> )-3-{1-[(4-methoxyphenyl)sulfonyl]piperidin-2-yl}pyridine and ( <i>S</i> )-3-{1-[(3,4-dimethylphenyl)sulfonyl]piperidin-2-yl}pyridine
R.Ya. OkmanovS. Yunusov Institute of the Chemistry of Plant Substances Academy of Sciences of the Republic of Uzbekistan Mirzo Ulugbek str 77 Tashkent 100170 UzbekistanM.I. OlimovaS. Yunusov Institute of the Chemistry of Plant Substances Academy of Sciences of the Republic of Uzbekistan Mirzo Ulugbek str 77 Tashkent 100170 UzbekistanI. E. YuldashovaS. Yunusov Institute of the Chemistry of Plant Substances Academy of Sciences of the Republic of Uzbekistan Mirzo Ulugbek str 77 Tashkent 100170 UzbekistanG. Z. AzimovaNational University of Uzbekistan named after Mirzo Ulugbek Universitet str 4 Almazar district Tashkent 100174 UzbekistanF. A. PulatovaTashkent Pharmaceutical institute, Mirabad district, Aybek str., 45, Tashkent, 100015, Uzbekistan
ABI
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, C 16 H 17 ClN 2 O 2 S ( 1 ); ( S )-3-[1-(4-methylphenyl)piperidin-2-yl]pyridine, C 17 H 20 N 2 O 2 S ( 2 ); ( S )-3-{1-[(4-methoxyphenyl)sulfonyl]piperidin-2-yl}pyridine, C 17 H 20 N 2 O 3 S ( 3 ); and ( S )-3-{1-[(3,4-dimethylphenyl)sulfonyl]piperidin-2-yl}pyridine, C 18 H 22 N 2 O 2 S ( 4 ). In the crystal structures, the spatial arrangement of the pyridine and piperidine rings around the C sp 2 —C* bond, as well as the orientation of the benzene ring of the arylsulfonyl group relative to the anabasine moiety, are analyzed.
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