493040-20-3Relevant articles and documents
Development of a scaleable route for the production of cis-N-benzyl-3-methylamino-4-methylpiperidine
Brown Ripin, David H.,Abele, Stefan,Cai, Weiling,Blumenkopf, Todd,Casavant, Jeffrey M.,Doty, Jonathan L.,Flanagan, Mark,Koecher, Christian,Laue, Klaus W.,McCarthy, Keith,Meltz, Cliff,Munchhoff, Mike,Pouwer, Kees,Shah, Bharat,Sun, Jianmin,Teixeira, John,Vries, Ton,Whipple, David A.,Wilcox, Glenn
, p. 115 - 120 (2003)
The synthesis of cis-N-benzyl-3-methylamino-4-methylpiperidine (5) via hydroboration of tetrahydropyridine 3 followed by oxidation and reductive amination was optimized and scaled up to produce 10-kg quantities of product. Three routes to 3 were identified, and the reduction of pyridinium salt 7 was selected as the most preferable to run on-scale. The hydroboration and oxidative workup were carefully studied to optimize throughput on that transformation, as was the reductive amination.