title: Discovery and process synthesis of novel 2,7-pyrrolo[2,1-f][1,2,4]triazines.
abstract: The synthesis of a new kinase inhibitor template 2-anilino-7-aryl-pyrrolo[2,1-f][1,2,4]triazine is described which includes a late stage orthogonally reactive key intermediate amenable to rapid diversification as well an optimized in situ triflate displacement to install the C2-aniline. Furthermore, an efficient scalable process approach will be highlighted which begins with tert-butyl carbazate to provide the key N-N bond and generates the pyrrolotriazine core through a stable bromoaldehyde intermediate followed by condensation with ammonium carbonate.
authors.affiliation: Department of Medicinal Chemistry, Worldwide Discovery Research, 145 Brandywine Parkway, West Chester, Pennsylvania 19380, USA. tthieu@cephalon.com
authors.forename: Tho
authors.initials: T
authors.lastname: Thieu
authors.forename: Joseph A
authors.initials: JA
authors.lastname: Sclafani
authors.forename: Daniel V
authors.initials: DV
authors.lastname: Levy
authors.forename: Andrew
authors.initials: A
authors.lastname: McLean
authors.forename: Henry J
authors.initials: HJ
authors.lastname: Breslin
authors.forename: Gregory R
authors.initials: GR
authors.lastname: Ott
authors.forename: Roger P
authors.initials: RP
authors.lastname: Bakale
authors.forename: Bruce D
authors.initials: BD
authors.lastname: Dorsey
mesh_terms: D015394:Molecular Structure; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis*; D011758:Pyrroles / Q000737:chemistry*; D014227:Triazines / Q000138:chemical synthesis*
chemical_list: D047428:Protein Kinase Inhibitors; D011758:Pyrroles; D014227:Triazines