Novel and efficient access to phenylamino-pyrimidine type protein kinase C inhibitors utilizing a Negishi
Peter Stanetty1, Gregor Hattinger, Michael Schnürch
1Vienna University of Technology, Institute of Applied Synthetic Chemistry, Getreidemarkt 9/163, A-1060 Vienna, Austria. peter.stanetty@tuwien.ac.at
The Journal of Organic Chemistry
|June 18, 2005
Abstract:
A novel, short, and efficient synthetic pathway to 3-{4-[2-(3-chlorophenylamino)-pyrimidin-4-yl]-pyridin-2-ylamino}-propanol (CGP 60474) and a series of analogues was developed. The synthetic sequence consisted of a Negishi-type cross-coupling reaction in the key step followed by two subsequent nucleophilic substitution reactions. This strategy represents a versatile and robust protocol to access diverse analogues of the title compound for subsequent SAR studies as potential phenylamino-pyrimidine type protein kinase C inhibitors.
