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Regiospecific addition of Grignard reagents to the 4-position of activated imidazo[4,5-c]pyridine. A convenient method for the synthesis of 4-alkyl(ary

✍ Scribed by Ish K. Khanna; Richard M. Weier

Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
247 KB
Volume
34
Category
Article
ISSN
0040-4039

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✦ Synopsis

Tht addition of Grignard reagents IO 5-acyknidawpyridiniam salts gives I-sabstituted S-acyMSdihydroimidazopyridines. This reaction was atilized to ~~A~sise I-sabstitated (methyl, t-batyl & phenyl) imidozopyridincs.

During the cour8e of our investigation8 on a 8cde8 of antagonists of Platelet Activating Factor (PAF)l, it was necessary to synthesize 4-substituted (alkyl8c aryl) imi~4,5~]pyridines.

A search of the literature revealed only the 4-methyl analog 2 which had been synthesized2 by a circuitous route starting with Camine 2methylpyridine. As a general approach, this method was unattractive because of the lack of literatum on appropriately substituted 3&diaminopyridines. Theteftne, an alternate general method, preferably from a convergent intermediate was sought.

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