Abstract
New (2,3-dihydro-1H-indol-5-ylmethyl)amine was synthesized from 2-((1-acetylindolin-5-yl)methyl)isoindoline-1,3-dione by simultaneous deprotection of phthalimide and acetyl groups. The structure of the newly synthesized compounds was established by elemental analysis, high resolution mass-spectrometry, 1H, 13C NMR and IR spectroscopy and mass-spectrometry. The resulting compound is a convenient intermediate for various disubstituted 1-(indolin-5-yl)methanamines, which may be of interest as substances with useful pharmacological properties.
Highlights
2,3-Dihydroindoles are important structural components presented in many natural products and biologically active compounds [1,2]
Some of indolinylmethyl sulfonamides showed a strong affinity for RCAR/(PYR/PYL) receptor proteins in wheat, and the binding affinity of several their representatives was at the same level or even better than that of the essential plant hormone abscisic acid (ABA) [3]
All of these heterocyclic compounds were obtained from commercially available indoline in several synthesis steps. (2,3-dihydro-1H-indol5-ylmethyl)amine 1 can be considered as an important intermediate for the preparation of other disubstituted 1-(indolin-5-yl)methanamines
Summary
2,3-Dihydroindoles (indolines) are important structural components presented in many natural products and biologically active compounds [1,2]. These compounds have been identified by targeted SAR studies as promising structures interacting with RCAR/ (PYR/PYL) receptor proteins [3]. All of these heterocyclic compounds were obtained from commercially available indoline in several synthesis steps.
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