Electric Literature of 496-12-8, These common heterocyclic compound, 496-12-8, name is Isoindoline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
In a 1L round bottom flask were mixed bis(2,5-dioxopyrrolidin-1-yl) carbonate (11.08 g, 43.2 mmol), tert-butyl 4-(4-aminophenyl)piperidine-1-carboxylate (9.96 g, 36.0 mmol), and anhydrous pyridine (2.91 ml, 36.0 mmol) in anhydrous acetonitrile (181 ml). The mixture was stirred overnight at room temperature when DIEA (12.59 ml, 72.1 mmol) was added to the reaction followed by dropwise addition of isoindoline (4.29 g, 36.0 mmol) in anhydrous acetonitrile (20 ml) and anhydrous DMF (10 ml). The solution darkened and then became a suspension after 1-2 h; this mixture was stirred overnight when it was quenched with 300 ml water, stirred vigorously for 1 h and filtered with water washes to give after drying 13.92 g of product as a brown solid.
Statistics shows that Isoindoline is playing an increasingly important role. we look forward to future research findings about 496-12-8.
Reference:
Article; Curtin, Michael L.; Heyman, H. Robin; Clark, Richard F.; Sorensen, Bryan K.; Doherty, George A.; Hansen, T. Matthew; Frey, Robin R.; Sarris, Kathy A.; Aguirre, Ana L.; Shrestha, Anurupa; Tu, Noah; Woller, Kevin; Pliushchev, Marina A.; Sweis, Ramzi F.; Cheng, Min; Wilsbacher, Julie L.; Kovar, Peter J.; Guo, Jun; Cheng, Dong; Longenecker, Kenton L.; Raich, Diana; Korepanova, Alla V.; Soni, Nirupama B.; Algire, Mikkel A.; Richardson, Paul L.; Marin, Violeta L.; Badagnani, Ilaria; Vasudevan, Anil; Buchanan, F. Greg; Maag, David; Chiang, Gary G.; Tse, Chris; Michaelides, Michael R.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3317 – 3325;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem