title: An efficient sequence for the preparation of small secondary amine hydrochloride salts for focused library generation without need for distillation or chromatographic purification.
abstract: Collections of small secondary amines for compound library generation can be efficiently prepared by amide reduction using BH(3)-THF or Red-Al followed by brief methanolysis, trapping with di-tert-butyl dicarbonate, and deprotection with 4M HCl in dioxane. The sequence requires no chromatography or distillation and provides multi-gram quantities of pure HCl salts in a short time.
authors.affiliation: Bristol-Myers Squibb Pharmaceutical Research Institute, PO Box 5100, Wallingford, CT 06492-7660, USA. gene.dubowchik@bms.com
authors.forename: Gene M
authors.initials: GM
authors.lastname: Dubowchik
authors.forename: Jodi A
authors.initials: JA
authors.lastname: Michne
authors.forename: Dmitry
authors.initials: D
authors.lastname: Zuev
mesh_terms: D000588:Amines / Q000032:analysis / Q000138:chemical synthesis*; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D002849:Chromatography, Gas / Q000379:methods; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D019151:Peptide Library; D012492:Salts / Q000032:analysis / Q000138:chemical synthesis*
chemical_list: D000588:Amines; D019151:Peptide Library; D012492:Salts