New synthetic approach to 4-(3-aminopropyl)-5-amino-1-methylpyrazole starting from 3-cyanopyridine

…, K Temmaru, N Hashimoto

Index: Ohigashi, Atsushi; Temmaru, Kiyoshi; Hashimoto, Norio Organic Process Research and Development, 2006 , vol. 10, # 1 p. 159 - 162

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Citation Number: 4

Abstract

A short and practical method for the synthesis of 4-(N-Boc-3-aminopropyl)-5-(N-tritylamino)- 1-methylpyrazole (3), side chain of an anti-Pseudomonas aeruginosa cephalosporine FR259647, 1, was established by utilizing a regioselective enamine exchange with N- methylhydrazine and 1, 4, 5, 6-tetrahydro-pyridine-3-carbonitrile (8), followed by a subsequently occurring intramolecular cyclization and aromatization, starting from a ...