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Synthesis of [quinoline-3-14C]-SSR97193 (ferroquine) from [2-14C]-malonic acid

✍ Scribed by Alan McNeill; Victor Murrell; Keith Taylor

Publisher
John Wiley and Sons
Year
2004
Tongue
French
Weight
133 KB
Volume
47
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The antimalarial [quinoline‐3‐^14^C]‐SSR97193 (ferroquine) (8), an analogue of chloroquine (CQ) (1), was synthesized from [2‐^14^C]‐malonic acid with an overall radiochemical yield of 15%. The synthetic route via [^14^C]‐Meldrum's acid (9) was designed to minimize the intermediacy of radiolabelled volatiles. This synthesis involves a four‐step route to labelled 4,7‐dichloroquinoline, which is the key intermediate for the synthesis of many analogues of CQ. Copyright © 2004 John Wiley & Sons, Ltd.

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