title: A concise synthesis of a novel antiangiogenic tyrosine kinase inhibitor.
abstract: An efficient synthesis of the potent KDR inhibitor 3-[5-[[4-(methylsulfonyl)-1-piperazinyl]methyl]-1H-indole-2-yl]quinolin-2(1H)-one (1) is described. The process features a noncryogenic indole boronation and a dicyclohexylamine-mediated Suzuki coupling.
authors.affiliation: Department of Process Research, Merck & Co. Inc., P.O. Box 2000, Rahway, New Jersey 07065-0900, USA. joseph_payack@merck.com
authors.forename: Joseph F
authors.initials: JF
authors.lastname: Payack
authors.forename: Enrique
authors.initials: E
authors.lastname: Vazquez
authors.forename: Louis
authors.initials: L
authors.lastname: Matty
authors.forename: Michael H
authors.initials: MH
authors.lastname: Kress
authors.forename: James
authors.initials: J
authors.lastname: McNamara
mesh_terms: D020533:Angiogenesis Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002384:Catalysis; D007202:Indicators and Reagents; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011505:Protein-Tyrosine Kinases / Q000037:antagonists & inhibitors*
chemical_list: C496486:3-(5-((4-(methylsulfonyl)-1-piperazinyl)methyl)-1H-indole-2-yl)quinolin-2(1H)-one; D020533:Angiogenesis Inhibitors; D007202:Indicators and Reagents; D007211:Indoles; D010879:Piperazines; D011505:Protein-Tyrosine Kinases