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Synthesis of site specifically deuterated primaquines I. Quinoline ring deuterated primaquines

✍ Scribed by James D. McChesney; Srinivasan Sarangan

Publisher
John Wiley and Sons
Year
1983
Tongue
French
Weight
394 KB
Volume
20
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Site specific deuterated primaquines were prepared. The attempts to prepare these by deuterolysis of bromoprimaquines were unsuccessful because the required bromoprimaquines could not be produced satisfactorily by alkylation of the various bromo‐6‐ methoxy‐8‐aminoquinolines. Instead primaquines deuterated at positions 2, 3 and 4 were obtained by alkylation of site specifically deuterated 6‐methoxy‐8‐aminoquinoline. 5‐Deuteroprima‐ aquine was obtained by deuterolysis of the corresponding 5‐bromo compound and 7‐deuteroprimaquine was obtained by acid catalyzed exchange.

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