title: Pictet-Spengler based synthesis of a bisarylmaleimide glycogen synthase kinase-3 inhibitor.
abstract: A practical synthesis of the glycogen synthase kinase-3 (GSK3) inhibitor bisarylmaleimide 1 has been accomplished employing Pictet-Spengler methodology to access the indole 7-position in preparing the benzodiazepine tricyclic fragment. A seven-step linear sequence that starts with commercially available 5-fluoroindole 7 affords the bisarylmaleimide 1 in 33% overall yield.
authors: Eli Lilly and Company, Chemical Product Research and Development Division, Indianapolis, Indiana 46285, USA. magnus_nicholas@lilly.com
authors: Nicholas A
authors: NA
authors: Magnus
authors: Christopher P
authors: CP
authors: Ley
authors: Patrick M
authors: PM
authors: Pollock
authors: James P
authors: JP
authors: Wepsiec
mesh_terms: D038362:Glycogen Synthase Kinase 3 / Q000037:antagonists & inhibitors*; D007211:Indoles / Q000737:chemistry*; D008301:Maleimides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure
chemical_list: D007211:Indoles; D008301:Maleimides; C553355:bisarylmaleimide; C095066:5-fluoroindole; D038362:Glycogen Synthase Kinase 3