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The synthesis of the thienopyranone scaffold began with the alkylation of methyl 4-bromo-3-hydroxythiophene-2-carboxylate with N-acetylmorpholine.
Guillermo A. Morales; Joseph R. Garlich; Jingdong Su; Xiaodong Peng; Jessica Newblom; Kevin Weber and Donald L. Durden. Synthesis and Cancer Stem Cell-Based Activity of Substituted 5-Morpholino-7H-thieno[3,2-b]pyran-7-ones Designed as Next Generation PI3K Inhibitors. J. Med. Chem. 2013, 56 (5), 1922-1939.