Journal
TETRAHEDRON
Volume 66, Issue 25, Pages 4495-4502Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.04.066
Keywords
4-Anilinoquinazolines; Microwave-assisted synthesis; Dimroth rearrangement
Categories
Funding
- Ministere de la Recherche et des Technologies
- Milestone s.r.l. Italy
- ExonHit Therapeutics
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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 (TM) (EPi28495, MPC-6827), a microtubule destabilizing agent and apoptosis inducer, was performed with success demonstrating that well controlled parameters offer comfortable using of microwave technology with safe and environmental benefits. (C) 2010 Elsevier Ltd. All rights reserved.
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