title: Proton exchange reactions in isotope chemistry (II) synthesis of stable isotope-labeled LCQ908.
abstract: The proton exchange reaction was applied to the preparation of stable isotope-labeled LCQ908. For this synthesis, a suitable intermediate with protons alpha to a carbonyl group was first subjected to the H-D exchange reaction; subsequent coupling of a carbonyl group with [(13)C2 ]triethyl phosphonoacetate, followed by hydrogenation and hydrolysis, led to the stable labeled compound. Incorporation of two carbon-13 atoms in the molecule eliminated the presence of undesired M+0.
authors.affiliation: Novartis Pharmaceuticals Corp, NIBR-DMPK-DMBA-IL, East Hanover, NJ, 07936, USA.
authors.forename: Zhigang
authors.initials: Z
authors.lastname: Jian
authors.forename: Tapan
authors.initials: T
authors.lastname: Ray
authors.forename: Amy
authors.initials: A
authors.lastname: Wu
authors.forename: Lawrence
authors.initials: L
authors.lastname: Jones
authors.forename: Ry
authors.initials: R
authors.lastname: Forseth
mesh_terms: D000085:Acetates / Q000138:chemical synthesis*; D000631:Aminopyridines / Q000138:chemical synthesis*; D002247:Carbon Isotopes / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic / Q000379:methods; D003903:Deuterium / Q000737:chemistry*; D011522:Protons; D019275:Radiopharmaceuticals / Q000138:chemical synthesis*
chemical_list: D000085:Acetates; D000631:Aminopyridines; D002247:Carbon Isotopes; D011522:Protons; D019275:Radiopharmaceuticals; C000594809:pradigastat; D003903:Deuterium
keywords: deuterium; exchange; stable isotope