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Synthesis of model (thienyl)pyrazolo-and triazolo
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Substituted 1h-pyrazolo(1,5-a) pyrimidine compounds and method for the production thereof, and medicinal products containing them
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Thienopyridone Antibacterials V [1]. Synthesis of Some N(7)-Azacyclohexyl-4-oxothieno[2,3-b]pyridine-5-carboxylic Acids and Related CongenersZeitschrift für Naturforschung B, 64
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CDCl 3 ): δ = 3.84 (s, 3H, CO 2 CH 3 ), 6.12 (s, 1H, 3-H), 6.85 (s, 1H, 4′-H), 8.98 (s, 1H, 7-H)
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CDCl 3 ): δ = 3.93 (s, 3H, CO 2 CH 3 ), 7.08 (s, 1H, H-4′), 8.59 (s, 1H, H-2)
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Synthesis of model (thienyl)pyrazolo- and triazolo[1,5-α]pyrimidines
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Substituted 1 h - pyrazolo ( 1 , 5 - a ) pyrimidine compounds andmethod for the production thereof , and medicinal products containing them . Ger . Offen . DE . 3309432 , March 12 , 1982
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Synthesis and Properties of 1-Aryl-6-chloro-1,4-dihydro-4-oxothieno [2,3-c]pyridazine-3-carboxylic acidsJournal Fur Praktische Chemie-chemiker-zeitung, 339
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Thienopyridinone antibacterials: Synthesis and antibacterial activity of some 7-aryl-2-chloro-4,7-dihydro-4-oxothieno[2,3-b]pyridine-5-carboxylic acidsEuropean Journal of Medicinal Chemistry, 33
AbstractInteraction of methyl 3-ethoxy-2-(2,5-dichloro-3-thenoyl)acrylate (I) with 3-aminopyrazole and 3-amino-1,2,4-triazole generated the respective pyrazolo[1,5-α]pyrimidine (4) and triazolo[1,5-α]pyrimidine (7). The formation of 4 entails selective and consecutive displacement of the 3-ethoxy and methoxy (ester) anions in I by 3-NH2 and 1-NH of 3-aminopyrazole. On the other hand, the formation of 7 implies selective displacement of 3-ethoxy in I by the ring-NH followed by cyclocondensation involving the keto group in I and 3-NH2 of aminotriazole. This latter selective displacement sequence is also followed by 3-amino-5-hydroxypyrazole in its reaction with I. The structures of the new compounds are supported by microanalytical and spectral data.
Zeitschrift für Naturforschung B – de Gruyter
Published: Dec 16, 2020
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