Patent ID: 8703939
Filing Date: 2014-04-22
Classification: A61P,C07D

Abstract:
1. A method for preparing an oxazolidinone compound having a cyclic amidrazone group of Chemical Formula 1, and pharmaceutically acceptable salts thereof, the method comprising: 1) reacting 3,4-difluoronitrobenzene with ethanolamine to prepare a compound of Chemical Formula I; 2) reacting the compound of Chemical Formula I with an agent containing a leaving group X to convert an alcohol group of the compound of Chemical Formula I into the leaving group X, thereby preparing a compound of Chemical Formula II-1, or subjecting the compound of Chemical Formula I to a reduction reaction in the presence of base to prepare an aziridine compound of Chemical Formula II-2; 3) reacting the compound of Chemical Formula II-1 or the compound of Chemical Formula II-2 with methyl hydrazine to prepare a compound of Chemical Formula III; 4) reacting the compound of Chemical Formula III with trimethyl orthoformate to prepare a cyclic amidrazone of Chemical Formula IV; 5) reducing a nitro group of the cyclic amidrazone compound of Chemical Formula IV to prepare an amine compound of Chemical Formula V; 6) sequentially reacting the amine compound of Chemical Formula V with carbonyl diimidazole and R′—OH [R′=(C1-C6)alkyl or (C6-C12)arylC1-C6)alkyl] to convert an amine group of the compound of Chemical Formula V into carbamate, thereby preparing the compound of a compound of Chemical Formula VI; and 7) cyclizing the compound of Chemical Formula VI to prepare an oxazolidinone compound of Chemical Formula 1 wherein X is a halogen, substituted or un-substituted (C1-C6) alkanesulfonyloxy, or substituted or un-substituted (C6-C 12)arylsulfonyloxy; R is OH or NHC(═O)R R R′ is a (C1-C6)alkyl or (C6-C12)aryl(C1-C6)alkyl.