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Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Discovery and process synthesis of novel 2,7-pyrrolo[2,1-f][1,2,4]triazines
Tho Thieu1, Joseph A Sclafani, Daniel V Levy
1Department of Medicinal Chemistry, Worldwide Discovery Research, 145 Brandywine Parkway, West Chester, Pennsylvania 19380, USA. tthieu@cephalon.com
Abstract:
The synthesis of a new kinase inhibitor template 2-anilino-7-aryl-pyrrolo[2,1-f][1,2,4]triazine is described which includes a late stage orthogonally reactive key intermediate amenable to rapid diversification as well an optimized in situ triflate displacement to install the C2-aniline. Furthermore, an efficient scalable process approach will be highlighted which begins with tert-butyl carbazate to provide the key N-N bond and generates the pyrrolotriazine core through a stable bromoaldehyde intermediate followed by condensation with ammonium carbonate.
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