Solid phase synthesis of 6-acylamino-1-alkyl/aryl-4-oxo-1,4-dihydrocinnoline-3-carboxamides |
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| Authors: | Laura Sereni |
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| Affiliation: | Department of Chemistry, Nerviano Medical Science, Viale Pasteur 10, 20014 Nerviano (Mi), Italy |
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| Abstract: | 6-Acylmino-1-alkyl/aryl-4-oxo-1,4-dihydrocinnoline-3-carboxamides were synthesized in parallel from 6-nitro-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid. The latter formed amides with amines bound to polystyrene-based resins via acid-labile linkers. N1 and N2-alkylation, followed by alkyl migration yielded only N1-alkylated products. Reduction of the 6-nitro group and acylation concluded the synthesis. |
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| Keywords: | Cinnolines Solid support Alkylation Arylation Rearrangement Reduction Acylation Reaction monitoring |
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