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Synthesis of 9-[(2-chloro-6-fluorophenyl) [14C]methyl]-9H-purine-6-amine (arprinocid) and 9-[(2,6-dichlorophenyl) [14C]methyl]-9H-purine-6-amine

✍ Scribed by Robert L. Ellsworth; Henry T. Meriwether; Holly E. Mertel

Publisher
John Wiley and Sons
Year
1989
Tongue
French
Weight
534 KB
Volume
27
Category
Article
ISSN
0022-2135

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✦ Synopsis

The synthesis of 9-[(2-chloro-6-fluorophenyl)methyl]-9g-purin-6-amine (arprinocid, a coccidiostat candidate) and 9-[(2,6-dichlorophenyl)methyl]-9~-purin-6-amine labeled with carbon-14 in the benzylic methylene carbon of each of these is described. Introduction of the carbon-14 label leading to the formation of the key radioactive intermediates, 2chloro-6-f luoro[carboxyl-14C]benzoic acid and 2 , 6-dichloro-[ ~a r b o x y l -~~C ] benzoic acid, was accomplished by utilizing [ 14C]carbon dioxide for carbonation of a suitable dihalophenyl Grignard or organolithium reagent.

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