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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 20
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Original Articles

Practical Synthesis of 3‐Carboxyindazoles

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Pages 2681-2684 | Received 18 May 2005, Published online: 22 Aug 2006
 

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.

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