Synthetic communications

Practical Synthesis of 3??Carboxyindazoles

BL Johnson, JD Rodgers

Index: Johnson, Barry L.; Rodgers, James D. Synthetic Communications, 2005 , vol. 35, # 20 p. 2681 - 2684

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Abstract

Abstract A clean, high??yielding synthetic route to methyl 5??(bromomethyl)??1??tritylindazole 3?? carboxylate 1 was needed. A principal intermediate was 5??methyl??3??carboxyindazole 2. An analysis of a by??product found after executing Schad's 3??carboxyindazole synthesis led to undertaking this reaction with an inverse addition in the principal step. This simple modification gave 2 in excellent and reproducible yields.