1462328-78-4Relevant articles and documents
Development of a scalable synthesis of a Bruton's tyrosine kinase inhibitor via C-N and C-C bond couplings as an end game strategy
Hong, Jun Bae,Davidson, James P.,Jin, Qingwu,Lee, Gary R.,Matchett, Michael,O'Brien, Erin,Welch, Michael,Bingenheimer, Bill,Sarma, Keshab
, p. 228 - 238 (2014/05/20)
A scalable and convergent synthesis of a BTK (Bruton's tyrosine kinase) inhibitor has been developed. Synthetic routes to key intermediates were explored for the scale-up campaign, especially the process for 6-dimethylaminodihydroisoquinolinone, which was prepared via a regioselective cyclization of an isocyanate, mediated by AlCl3. Improved routes to key building blocks were demonstrated by expedient multikilogram productions. The target compound was assembled through a Pd-catalyzed amidation reaction followed by a Suzuki-Miyaura cross-coupling reaction.