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Preparation of carbon-14 labeled 3,4-dihydro-5-methyl-1(2H)-isoquinolinone

✍ Scribed by I. Victor Ekhato; Che C. Huang

Publisher
John Wiley and Sons
Year
1994
Tongue
French
Weight
406 KB
Volume
34
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Carbon‐14 labeled 3,5‐dihydro‐5‐methyl‐1(2H)‐isoquinolinone, a potent inhibitor of poly(ADP‐ribose) polymerase (ADPRP) was prepared from 1‐bromo‐2‐methylbenzene in 7.8 % overall yield. The C‐14 label was introduced from Ba^14^CO~3~ via metal‐halogen exchange and carboxylation reactions. Subsequent transformations yielded a propenecarbonyl azide 8 which was rearranged by Curtius reaction to the isocyanate, and a cyclization produced 5‐methyl‐1(2H)‐[4‐^14^C]isoquinolinone (9). From the compound 9 by Pd/C catalyzed hydrogenation 3,4‐dihydro‐5‐methyl‐1(2H)‐[4‐^14^C]isoquinolinone (10) was made.

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