Phenyloxizolidinones with a C-C bond to 4-8 membered heterocyclic rings

摘要

New 3-(heterocyclyl-phenyl)-oxazolidin-2-on-5-yl-methylamide derivatives of formula (I) and their salts are new: X = NR1, S(O)g, or O; R1 = H, 1-6C alkyl (opt. substd. by OH, halo, or cyano), aryl 1-4C alkyl, COR11, COOR12, CO(CH2)hCOR11, 1-6C alkylsulphonyl, aryl 1-4C alkylsulphonyl, Het, or Het-CO; R12 = 1-6C alkyl (opt. substd. by OH, halo, or cyano), (CH2)h-aryl or (CH2)hOR13; R11 = R11 or H; R13 = H, 1-6C alkyl, (CH2)h-aryl or 2-7C alkylcarbonyl; R2 = H, 1-6C alkyl, (CH2)h-aryl or halo; R3, R4 = H or halo; R5 = H, 1-12C alkyl (opt. substd. by - 1 halo), 3-12C cycloalkyl or 1-6C alkoxy; g = 0-2, h = 1-4; and m, n = 0-5, provided that m + n = 1-5. 85 Cpds. (I) are specifically claimed e.g. (S)-N-[[3-[3-fluoro-4-[1-carboxymethyl-3-(3-methyl)-azetidinyl]phenyl]2-oxo-5-oxazolidinyl]methyl]acetamide; (S)-(-)-N-[[3-[4-[1-(hydroxyacetyl)-4-piperidinyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide and (S)-(-)-N-[[3-[4-[1-(hydroxyacetyl)-3,6-dihydro-2H-pyridin-4-yl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide.