SYNTHESIS AND CHARACTERIZATION OF (R)-2-{[5-BROMO-1-(3-BROMOPROPYL)- 1H(SUBSTITUTED)-INDOL-3-YL]METHYL} PYRROLIDINE-1-CARBOXYLIC ACID DERIVATIVES VIA JAPP-KLINGEMANN AND FISCHER INDOLE CYCLIZATION REACTIONS

Abstract

A series of novel (R)-2-{[5-bromo-1-(3-bromopropyl)-1H (substituted)-indol-3-yl]methyl}pyrrolidine-1-carboxylic acid (T1-T5) derivates were synthesized by electrophilic substitution at 1st position of (R)-2-{[5-bromo-1-(3-bromopropyl)-1H-indol-3-yl]methyl}pyrrolidine-1-carboxylic acid with various halides. The starting material (R)-2-{[5-bromo-1-(3-bromopropyl)-1H-indol-3-yl]methyl}pyrrolidine-1-carboxylic acid was synthesized from 4-bromo aniline by japp-klingemann and fischer indole cyclization reactions. The synthesized compounds were characterized by IR, 1H NMR and MASS spectroscopy.