A “Catch-React-Release” Method for the Flow Synthesis of 2-Aminopyrimidines and Preparation of the Imatinib Base

• Richard J. Ingham
• Elena Riva
• Nikzad Nikbin
• Ian R. Baxendale
• Steven V. Ley^*

• Innovative Technology Centre, University of Cambridge, U.K.

The development of a monolith-supported synthetic procedure is reported, taking advantage of flow processing and the superior flow characteristics of monolithic reagents over gel-phase beads, to allow facile access to an important family of 2-aminopyrimidine derivatives. The process has been successfully applied to a key precursor on route to Imatinib (Ar = 3-pyridyl, R¹ = 2-methyl-5-nitrobenzyl, R² = H).

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