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- W2951195039 abstract "1,3-Dialkoxy-2-azapropenylium salts 1 react with enamines 2 of N-methyl-4-piperidone at room temperature to give 2,6-disubstituted 4-aminopyridines 4, 5 in low to moderate yield after hydrolysis. Intermediates of the reaction of 1a with 2 are the bicyclic iminium salts 6 and 7, which may be detected 1H-NMR spectroscopically prior to hydrolysis. Hydrolysis of the mixture obtained from the reaction of 1a with 2a under basic conditions furnishes the bicyclic ketone 3 as the major product. A “retro-Mannich”-type reaction is suggested to explain the degradation of the bicyclic intermediates 6, 7 with the formation of the pyridines 4, 5." @default.
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- W2951195039 date "1994-08-01" @default.
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- W2951195039 title "2,6‐Disubstituted 4‐Aminopyridines from 1,3‐Dialkoxy‐2‐azapropenylium Salts and <i>N</i> ‐Methyl‐4‐piperidone Enamines" @default.
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- W2951195039 doi "https://doi.org/10.1002/cber.19941270817" @default.
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