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The synthesis of the carbonyl-14C analog of zatosetron maleate, a potent, long-acting, orally effective 5-HT3 receptor antagonist

✍ Scribed by Douglas D. O'Bannon; William J. Wheeler


Publisher
John Wiley and Sons
Year
1991
Tongue
French
Weight
319 KB
Volume
29
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

Endo‐5‐chloro‐2,3‐dihydro‐2,2‐dimethyl‐N‐(8‐methyl‐8 ‐azabicyclo‐[3.2.1.]‐oct‐3‐yl‐7‐benzofurancarboxamide‐[carbonyl‐^14^C] (Z)‐2‐butenedioate (zatosetron‐[^14^C] maleate, 1), has been prepared from 5‐chloro‐7‐bromo‐2,3‐dihydro‐2,2‐dimethylbenzofuran (5) in four radiochemical steps with the reaction of 5 with K^14^CN/CuCN as the key step. The synthesis of 5 from 2‐bromo‐4‐chlorophenol is also outlined.