Journal of labelled compounds and radiopharmaceuticals p. 151 - 157 (1998)
Update date:2022-07-29
Topics:
Pearson
A 4-step modified route has been developed for the synthesis of N-(2-ethyl-3-chloro-4-pyridinyl-2-[14C])-4-(4-chloro- phenoxy)phenylacetamide ([14C]-1). The key transformation in the sequence is an amination/cyclization pair of reactions that furnished 2-[14C]-4-amino-2-ethylpyridine (4) from 5-[14C]-1-methoxyhept-1-en-3-yn-5-one (3) and ammonia. Amine 4 was then selectively chlorinated to provide 2-[14C]-4-amino-3-chloro-2-ethylpyridine (5) which was then coupled with 4-(4-chlorophenoxy)phenylacetic ethylformic anhydride (6) in a reaction mediated by trimethylaluminum to furnish the desired, radiolabeled phenylacetamide [14C]-1.
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