Grongsaard, Pintipa; Bulger, Paul G.; Wallace, Debra J.; Tan, Lushi; Chen, Qinghao; Dolman, Sarah J.; Nyrop, Jason; Hoerrner, R. Scott; Weisel, Mark; Arredondo, Juan; Itoh, Takahiro; Xie, Chengfu; Wen, Xianghui; Zhao, Dalian; Muzzio, Daniel J.; Bassan, Ephraim M.; Shultz, C. Scott published the artcile< Convergent, Kilogram Scale Synthesis of an Akt Kinase Inhibitor>, Synthetic Route of 1050501-88-6, the main research area is convergent synthesis AKT kinase inhibitor.
The development of a convergent, chromatog.-free synthesis of an allosteric Akt kinase inhibitor is described. The route comprised 17 total steps and was used to produce kilogram quantities of the target mol. A key early transformation, for which both batch and flow protocols were developed, was formylation of a dianion derived by deprotonation and subsequent lithium-halogen exchange from a 2-bromo-3-aminopyridine precursor. Improved reaction yield and practicality were achieved in the continuous processing mode. Further significant process developments included the safe execution of a high temperature and pressure hydrazine displacement, separation of substituted cyclobutane diastereomers by means of chemoselective ester hydrolysis, and a late-stage Suzuki fragment coupling under mild conditions.
Organic Process Research & Development published new progress about Formylation. 1050501-88-6 belongs to class pyridine-derivatives, and the molecular formula is C5H4BrClN2, Synthetic Route of 1050501-88-6.