654077-74-4Relevant academic research and scientific papers
Synthesis of N-Substituted 3-Amino-4-halopyridines: A Sequential Boc-Removal/Reductive Amination Mediated by Br?nsted and Lewis Acids
Wilhelmsen, Christopher A.,Dixon, Alexandre D.C.,Chisholm, John D.,Clark, Daniel A.
, p. 1634 - 1642 (2018)
N-Substituted 3-amino-4-halopyridines are valuable synthetic intermediates, as they readily provide access to imidazopyridines and similar heterocyclic systems. The direct synthesis of N-substituted 3-amino-4-halopyridines is problematic, as reductive aminations and base-promoted alkylations are difficult in these systems. A high yielding deprotection/alkylation protocol mediated by trifluoroacetic acid and trimethylsilyl trifluoromethanesulfonate is described, providing access to a wide scope of N-substituted 3-amino-4-halopyridines. This protocol furnishes many reaction products in high purity without chromatography. Similar reductive amination conditions were also established for deactivated anilines.
Synthesis of pyridopyrrolo[2,1-a]isoindoles by palladium-catalyzed annulation
Kang, Song Su,Yum, Eul Kgun,Sung, Nack-Do
, p. 2727 - 2736 (2007/10/03)
Diverse pyridopyrrolo[2,1-a]isoindoles were prepared by palladium -catalyzed annulation of benzylidene(4-iodopyridin-3-yl)amines and aromatic substituted internal alkynes under Pd(OAc)2, n-Bu4NCl, and Et3N at 110 °C.
