Microwave-accelerated Dimroth rearrangement for the synthesis of 4-anilino-6-nitroquinazolines. Application to an efficient synthesis of a microtubule destabilizing …
A Foucourt, C Dubouilh-Benard, E Chosson…
Index: Foucourt, Alicia; Dubouilh-Benard, Carole; Chosson, Elizabeth; Corbiere, Cecile; Buquet, Catherine; Iannelli, Mauro; Leblond, Bertrand; Marsais, Francis; Besson, Thierry Tetrahedron, 2010 , vol. 66, # 25 p. 4495 - 4502
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Citation Number: 38
Abstract
A useful and rapid access to 4-anilino-6-nitroquinazolines was investigated in a multi-gram scale via microwave-accelerated condensation and Dimroth rearrangement of the starting anilines with imines obtained by reaction of anthranilonitriles with formamide dimethylacetal. A novel short and efficient route to Azixa™(EPi28495, MPC-6827), a microtubule destabilizing agent and apoptosis inducer, was performed with success demonstrating ...
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