Synthesis of novel IP agonists via N-aminoethyl cyclic amines prepared by decarboxylative ring-opening reactions.
Yasuhiro Morita, Takeshi Ishigaki, Kuniaki Kawamura, Ryoji Hayashi, Masafumi Isogaya, Mika Kitsukawa, Mitsuko Miyamoto, Masashi Uchida, Katsuhiko Iseki
Index: Molecules 17(2) , 1233-46, (2012)
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Abstract
An efficient synthesis of a highly potent and selective IP (PGI(2) receptor) agonist that is not structurally analogous to PGI(2) is described. This synthesis is accomplished through the following key steps: Nucleophilic ring-opening of 3-(4-chlorophenyl)-oxazolidin-2-one prepared by a one-pot procedure with 4-piperidinol and selective O-alkylation of 1-(2-(4-chlorophenylamino)ethyl)piperidin-4-ol. The obtained compound is a potent and selective IP agonist displaying a long duration of action.
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