182553-02-2Relevant academic research and scientific papers
Generation of 3-piperidine(methan)amines and cyclic 3-piperidine-methanamines as potential substance P antagonists
Knoops, Nele,Deroover, Geert,Jidong, Zhang,Compernolle, Frans,Hoornaert, Georges J.
, p. 12699 - 12716 (2007/10/03)
A general method is described for the synthesis of 3-piperidine(methan)amines and their cyclic analogues. The 3,5-dichloro-2H-1,4-oxazin-2-ones 6 and 3-aryl substituted analogues are reacted with acetylenic dienophiles yielding pyridines. Further catalytic hydrogenation and functional group transformation (1) or substitution (2-3) with ring closure reactions (4) followed by hydrogenation provided the 2,3,5-cis substituted piperidines 1-3 and a cis substituted [3,4-c]pyrrolopiperidine 4. These compounds have recently raised great interest due to their Substance P antagonist profiles.
Diels-Alder reactions of pyridine o-quinodimethane analogues generated from functionalised o-bis(chloromethyl)pyridines
Carly, Peter R.,Cappelle, Steven L.,Compernolle, Frans,Hoornaert, Georges J.
, p. 11889 - 11904 (2007/10/03)
The polyfunctional 2,3- and 3,4-o-bis(chloromethyl)pyridines 3, produced via cycloaddition of the oxazinones 2 with propargyl chloride and 1,4-dichloro-2-butyne, were used as precursors of various pyridine o-quinodimethane analogues. The 2,3- and 3,4-dime
