Patent ID: 6211367
Filing Date: 2001-04-03
Classification: A61P,C07D

Abstract:
A method of forming a compound having the formula I ##STR27##wherein:Y.sub.1 is N and Y.sub.2 is CHZ is CH.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 ##STR28##wherein X.sup.1 is a carboxamide and X.sup.2 is an amino group; with the benzaldehyde of compound (III) ##STR29##wherein R.sup.3 and R.sup.4 are as defined above;followed by reduction of the resultant compound with a reducing agent to yield compound (IV) ##STR30##wherein Z, X.sup.1, R.sup.3, R.sup.4 and R.sup.8 are as defined above;(b) reacting compound (IV) with triethylorthoformate to cause cyclization to compound (V) as set forth below ##STR31##wherein Y.sub.1, Y.sub.2, Z, R.sup.3, R.sup.4 and R.sup.8 are as defined above;(c) transforming said compound (V) to an amine by successive halogenation with a halogenating agent and displacement of the resultant halogen with an amine of the formula NR.sub.1 R.sub.2 wherein R.sub.1 R.sub.2 are as defined above, to yield compound (I).