Synthesis of novel imidazo[1,2-a]pyridines with potent activity against herpesviruses.
[reaction: see text] 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.
Gudmundsson
Kristjan S
KS
Department of Medicinal Chemistry, GlaxoSmithKline Research & Development, Five Moore Drive, P.O. Box 13398, Research Triangle Park, North Carolina 27709-3398, USA. kristjan.s.gudmundsson@gsk.com
Johns
Brian A
BA
D000588:Amines / Q000737:chemistry; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology; D011743:Pyrimidines / Q000737:chemistry
D000588:Amines; D000998:Antiviral Agents; D007093:Imidazoles; D011725:Pyridines; D011743:Pyrimidines; C030986:pyrimidine