title: Application of an almost traceless linker in the synthesis of 2-alkylthiobenzimidazole combinatorial libraries.
abstract: Resin-bound triphenylphosphine was coupled to 4-fluoro-3-nitrobenzyl bromide, and 2-alkylthiobenzimidazoles were synthesized on resin in 4 steps using standard chemistries. Cleavage of the compounds from the resin was achieved with 10% NaOH in MeOH to leave a methyl group at the attachment point. A total of 47 amines and 40 electrophiles were evaluated, defining the scope of the reactions, culminating in the synthesis of an 80-member test library of high purity as determined by HPLC.
authors.affiliation: SIDDCO, Tucson, AZ 85747, USA. sladeboy@earthlink.net
authors.forename: R M
authors.initials: RM
authors.lastname: Slade
authors.forename: M A
authors.initials: MA
authors.lastname: Phillips
authors.forename: J G
authors.initials: JG
authors.lastname: Berger
mesh_terms: D000473:Alkanes / Q000737:chemistry; D001562:Benzimidazoles / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D009578:Nitrobenzenes / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry
chemical_list: C413652:4-fluoro-3-nitrobenzyl bromide; D000473:Alkanes; D001562:Benzimidazoles; D009578:Nitrobenzenes; D009943:Organophosphorus Compounds; D013438:Sulfhydryl Compounds; C061896:triphenylphosphine