title: Parallel synthesis of 1,6-disubstituted-1,2,4-triazin-3-ones on solid-phase.
abstract: A parallel solid-phase synthesis of 1,6-disubstituted-1,2,4-triazin-3-ones from MBHA resin is described. The reduction of resin-bound nitrosamino acids provides hydrazines efficiently without affecting the amide bond. The trityl protected hydrazine is then reduced with borane, and cyclized with 1,1-carbonyldiimidazole. The desired products are cleaved from their solid support and obtained in good yield and purity. This methodology is of value for the rapid parallel preparation of these potentially bioactive molecules.
authors.affiliation: Institute of Materia Medica, College of Pharmaceutical Sciences, Zhejiang University , Hangzhou 310058, P.R. China.
authors.forename: Miao
authors.initials: M
authors.lastname: Hu
authors.forename: Wei
authors.initials: W
authors.lastname: Huang
authors.forename: Marc A
authors.initials: MA
authors.lastname: Giulianotti
authors.forename: Richard A
authors.initials: RA
authors.lastname: Houghten
authors.forename: Yongping
authors.initials: Y
authors.lastname: Yu
mesh_terms: D003500:Cyclization; D006834:Hydrazines / Q000737:chemistry; D007093:Imidazoles / Q000737:chemistry; D060327:Solid-Phase Synthesis Techniques; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006834:Hydrazines; D007093:Imidazoles; D014227:Triazines