170309-07-6Relevant articles and documents
Synthese et Reactions SRN1 en Serie 3-Nitroimidazopyrimidine
Roubaud, Christine,Vanelle, Patrice,Maldonado, Jose,Crozet, Michel P.
, p. 9643 - 9656 (1995)
A new heterocyclic reductive alkylating agent, 2-chloromethyl-3-nitroimidazopyrimidine, is synthesized for the first time and shown to react under phase-transfer catalysis conditions with 2-nitropropane anion to give good yield of the C-alkylated derivative.Elimination of nitrous acid allows to obtain a new class of imidazopyrimidine derivatives bearing a trisubstituted ethylenic bond in the 2 position.The SRN1 mechanism of C-alkylation is confirmed by classical inhibition experiments by dioxygen, p-dinitrobenzene or TEMPO.