Triazolopyridines. 14. Substitution Reactions of 7-AminoTriazoloPyridines

Article abstract of DOI:10.1016/S0040-4020(01)86272-4

Reaction between 7-aminotriazolopyridines 1 or 2 and sulphuric acid gives hydroxyalkylpyridines 3 and 4; bromination gives brominated pyridine 5 or triazolopyridine 6.The anions from 1 or 2 are ambient, acylating on N but alkylating on N or on C6; in the latter case triazolylalkenylcyanides 16 - 20 or the 6,6-dialkylated derivative 19 are obtained.An X-ray diffraction study has confirmed structure 19. Key Words: Aminotriazolopyridines; Ambident Anions; Alkylation/Acylation; Triazolylalkenyl Cyanides; X-ray Diffraction.