Patent ID: 6040447
Filing Date: 2000-03-21
Classification: A61P,C07D

Abstract:
A method of forming a compound having the formula (I): ##STR20## wherein: Z is selected from the group consisting of CH.sub.2, CH.sub.2 CH.sub.2, CH(CH.sub.3), CH.dbd.CH, C.tbd.C, NH, N(C.sub.1 -C.sub.3 alkyl), O, S, C(O)CH.sub.2 and OCH.sub.2 ;R.sup.1 and R.sup.2 are independently selected from the group consisting of hydrogen and a C.sub.1 -C.sub.8 straight or branched alkyl or a C.sub.3 -C.sub.8 cycloalkyl;R.sup.3 is a C.sub.1 -C.sub.12 straight or branched alkyl;R.sup.4 is a C.sub.3 -C.sub.10 cycloalkyl optionally substituted with OH, or a C.sub.3 -C.sub.10 cycloalkenyl optionally substituted with OH; andR.sup.8 is a C.sub.1 -C.sub.8 straight or branched alkyl or a C.sub.3 -C.sub.8 cycloalkyl, optionally substituted with OH; said method comprising the steps of(a) reacting a compound of the formula (II) ##STR21## wherein Q is a halogen, with an effective amount of a compound selected from the group consisting of an acid anhydride having an R.sup.8 C(O) moiety or an acid halide having an R.sup.8 C(O) moiety; to form a compound of the formula (III) ##STR22## wherein Q and R.sup.8 are as defined above; (b) transforming the 6-halo group of said compound (III) to an amine by displacement with ammonia to form compound (IV) ##STR23##(IV)wherein Q and R.sup.8 are as defined above;(c) reacting said compound (IV) with a base to cause cyclization to a 6-halo intermediate, said 6-halo group is then transformed to an amine by displacement with an amine group of the formula NR.sub.1 R.sub.2, wherein R.sub.1 R.sub.2 are as defined above, to form compound (V) ##STR24## wherein R.sup.1, R.sup.2 and R.sup.8 are as defined above; (d) reacting said compound (V) with an effective amount of compound (VI) ##STR25## where R.sup.3 and R.sup.4 are as defined above and X is a halogen; to form the compound of formula (I).