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Hargrave, Tetrahedron, 45, 4327 (1989).

Synthesis and Chemistry of a Strained Cyclic Ynamide

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Synthesis of a novel imidazopyridine with potent activity against herpes simplex viruses is presented. Several synthetic approaches that describe the introduction of a C-3 pyrimidine substituent on the imidazopyridine core via construction of the pyrimidine or Stille coupling are outlined. Methodology for efficient installation of C-8 amine substituents was developed. The outlined strategies provide a high-yielding, scalable route that is amenable to rapid analogue synthesis.

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