Patent ID: 6683176
Filing Date: 2004-01-27
Classification: C07D,Y02P

Abstract:
A process of preparing compounds of the formula I: said process comprising the step of reacting a compound of the formula II; MEx(H2O)yâ€ƒâ€ƒ(III) with a catalyst of the formula III in an inert solvent; wherein:M is Sc, Y, La, Ce, Pr, Nd, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, Lu, Zr, Hf, Th, Nb, Ta, U, Bi, or In; E is O[SO2(C1-C6 polyfluoroalkyl)], N[SO2(C1-C6 polyfluoroalkyl)]2, or C[SO2(C1-C6 polyfluoroalkyl)]3; x is 3 or when M is Th then x is 4; y is 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; R is a carboxylic acid protecting group; Râ€² is hydrogen or a carboxylic acid protecting group; R1 is a group of the formula; R2 is C2-C4 alkenylene, C2-C4 alkylene, 1,2-phenylene, or 1,2-cyclohexenylene; R2â€² is C1-C3 alkyl, C1-C6 haloalkyl, C1-C3 alkoxy, or 2,2,2-trichloroethoxy; R3 is hydrogen, C1-C3 alkyl, halomethyl, cyanomethyl, 3-(2-chlorophenyl)-5-methylisoxazol-4-yl, benzyloxy, 4-nitrobenzyloxy, 2,2,2-trichloroethoxy, tert-butoxy, 4-methoxybenzyloxy, phenyl, substituted phenyl, a group of the formula R0â€”(Q)mâ€”CH2â€”, a heteroarylmethyl group of the formula Râ€³CH2â€”, or a group of the formula R0 is phenyl, substituted phenyl, 2-thienyl, 3-thienyl, or 1,4-cyclohexyldienyl; Râ€³ is 2-furyl, 3-furyl, 2-thiazolyl, or 5-isoxazolyl; m is 0 or 1, Q is O or S; W is protected hydroxy, or protected amino; Y is hydrogen, acetyl, or nitroso; X is chloro, bromo, â€”OR4, â€”SR5, or â€”NR6R7 wherein: (a) R6 is hydrogen and R7 is hydrogen, phenyl, substituted phenyl, or â€”NHR8; or wherein (b) R6 is â€”COOR9 or â€”COR9 and R7 is â€”NHâ€”COOR9 or â€”NHâ€”COR9; or wherein (c) R6, R7, and the nitrogen to which each is attached combine to form an imido group of the formula R4 is hydrogen, C1-C10 alkyl, (C1-C3 alkyl)aryl, C1-C6 haloalkyl, or â€”COR10; R5 is C1-C6 alkyl, phenyl, substituted phenyl, phenyl(C1-C3 alkyl), or substituted phenyl(C1-C3 alkyl); R8 is aminocarbonyl, C1-C3 alkylaminocarbonyl, C1-C3 alkoxycarbonyl, C1-C3 alkylcarbonyl, or tosyl; R9 is C1-C6 alkyl, or phenyl; R10 is C1-C6 alkyl, C1-C6 polyfluoroalkyl, C3-C6 cycloalkyl, adamantyl, phenyl, substituted phenyl, (C1-C3 alkyl)phenyl, or substituted phenyl(C1-C3 alkyl), or a group of the formula Z is solid polymer support; and Z1 is one or two groups independently selected from the group consisting of hydrogen, halo, hydroxy, protected hydroxy, nitro, cyano, trifluoromethyl, C1-C4 alkyl, and C1-C4 alkoxy.