Patent ID: 6265228
Filing Date: 2001-07-24
Classification: C07B,C07C,C40B

Abstract:
A process for synthesizing a library comprising a plurality of members of formula IX ##STR192##wherein:[S] is a solid support;--L' is a linker;R.sup.1 is chosen from C.sub.1 to C.sub.20 hydrocarbon, substituted aryl, substituted aralkyl and (CH.sub.2).sub.n NHC(O)R.sup.3 ;R.sup.2 is chosen from C.sub.1 to C.sub.20 hydrocarbon, substituted alkyl, substituted aryl, heteroaryl, aryloxyalkyl, alkoxyalkyl, and --CH(R.sup.4)OC(O)NHR.sup.3 ;R.sup.3 is chosen from C.sub.1 to C.sub.20 hydrocarbon and substituted aryl;R.sup.4 and R.sup.5 independently are lower alkyl or aryl;n is 1-4;R.sup.8 is chosen from --NHR.sup.10, --N(lower alkyl)R.sup.10 --NH(CH.sub.2), R.sup.11, --NHCH(R.sup.12)C(OH)(R.sup.13)(R.sup.14), --NHCH(R.sup.15)C(O)R.sup.16, ##STR193##R.sup.10 is chosen from C.sub.1 to C.sub.20 hydrocarbon, ##STR194##R.sup.11 is chosen from substituted alkyl, heteroaryl, heterocycloalkyl, --O(CH.sub.2).sub.n OH, --NR.sup.5 alkyl, aryl-SO.sub.2 NH.sub.2, --CH.sub.2 NHSO.sub.2 -aryl, and ##STR195##R.sup.12 is chosen from hydrogen, C.sub.1 to C.sub.20 hydrocarbon, substituted alkyl, --C(O)NH.sub.2, --C(O)NH-alkyl, --C(O)NH-aryl, and --C(O)NH-aralkyl;R.sup.13 and R.sup.14 are independently H, alkyl, or aryl;R.sup.15 is chosen from hydrogen and C.sub.1 to C.sub.20 hydrocarbon;R.sup.16 is chosen from --NHalkyl and --NHCHR.sup.24 CONHR.sup.25 ;R.sup.17, R.sup.18, R.sup.20, R.sup.21 are independently H, alkyl, halo, or alkoxy;R.sup.19 is chosen from H, --(CH.sub.2).sub.n OH, --(CH.sub.2).sub.n OMe, and CONHR.sup.23 ;R.sup.22 is chosen from H and OH;R.sup.23 is chosen from H, C.sub.1 to C.sub.20 hydrocarbon and substituted aryl; andR.sup.24 and R.sup.25 are H or C.sub.1 to C.sub.20 hydrocarbon;comprising reacting at least one compound of formula VIIIc ##STR196##with at least one primary or secondary amine of formula R.sup.8 H in the presence of a carboxylic acid activating agent to produce a library comprising a plurality of diacetoxy amides of formula VIIId ##STR197##and treating said library of diacetoxy amides with hydrazine in a suitable solvent to produce said library containing a plurality of members of formula IX.