Methods for making 4-tetrazolyl-4-phenylpiperidine compounds

Details Methods for making 4-tetrazolyl-4-phenylpiperidine compounds Methods for making 4-tetrazolyl-4-phenylpiperidine compounds

C - Chemistry, Metallurgy

07

D

C07D 401/04 (2006.01) C07C 237/20 (2006.01) C07D 211/64 (2006.01) C07D 257/04 (2006.01) C07D 307/30 (2006.01)

Patent

CA 2552087

Methods, composition, and intermediates are disclosed that are useful for making 4-Tetrazolyl-4-phenylpiperidine Compounds according to Formula (I), where Ar1 is -C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl or -(5- 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups; Ar2 is phenyl, naphthyl, anthryl, phenanthryl or -(5-7- membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups; Z1 and Z2 are each independently a -(C1-C4 alkyl) group; R1 is - (CH2)nC(O)N(R3)(R4) where R3 and R4 are each independently H or -(C1-C4 alkyl); R2 is halogen, -C1-C3 alkyl, -O-(C1-C3 alkyl), -NH(C1-C3 alkyl) or - N(C1-C3 alkyl)2; n is an integer ranging from 1 to 4; m is an integer ranging from 0 to 4; and, in certain embodiments, the phenyl moiety attached to the 4- position of the piperidine ring of a compound according to Formula (I) can be optionally substituted with one or mor R2 groups.

L'invention concerne des procédés, une composition et des intermédiaires, utiles pour l'élaboration de composés de 4-tétrazolyl-4-phénylpipéridine (formule I). Ar?1¿ est cycloalkyle C¿3?-C¿8?, phényle, naphtyle, anthryle, phénanthryle ou hétéroaryle (5-7-éléments), chacun non substitué ou substitué avec un ou plusieurs groupes R?2¿; Ar?2¿ est phényle, naphtyle, anthryle, phénanthryle ou hétéroaryle (5-7-éléments), chacun non substitué ou substitué avec un ou plusieurs groupes R?2¿; Z?1¿ et Z?2¿ sont chacun indépendamment un groupe (alkyle C¿1?-C¿4?); R?1¿ est -(CH¿2?)¿n?C(O)N(R?3¿)(R?4¿) sachant que R?3¿ et R?4¿ sont chacun indépendamment H ou (alkyle C¿1?-C¿4?); R?2¿ est halogène, alkyle C¿1?-C¿3?, -O-(alkyle C¿1?-C¿3?), -NH(alkyle C¿1?-C¿3?) ou -N(alkyle C¿1?-C¿3?)¿2?; n est un entier valant entre 1 et 4; m est un entier compris entre 0 et 4; et, sous certaines variantes, la fraction phényle rattachée en position 4 de la chaîne pipéridine de ce composé de formule (I) peut être éventuellement substituée par un ou plusieurs groupes R?2¿.

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