Tetrahedron Letters

A practical, two-step synthesis of 1-alkyl-4-aminopyrazoles

AA Zabierek, KM Konrad, AM Haidle

Index: Zabierek, Anna A.; Konrad, Kaleen M.; Haidle, Andrew M. Tetrahedron Letters, 2008 , vol. 49, # 18 p. 2996 - 2998

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Citation Number: 8

Abstract

A novel synthesis of N1 alkyl-substituted pyrazoles with a free amino group at the C4 position is described. Commercially available 4-nitropyrazole was found to readily undergo Mitsunobu reactions with primary and secondary alcohols. Subsequent reduction of the nitro group via hydrogenation affords 1-alkyl-4-aminopyrazoles, which are valuable intermediates in the synthesis of pharmaceutically active compounds.