Chemical Properties
deep yellow viscous liquid with a very unpleasant smell
Uses
1-Methylindole is useful for the determination of association constant for the electron-donor-acceptor complexes with 1-(2,4,6-trinitrophenyl) propan-2-one. It acts as a reactant for the preparation of polycyclic derivatives of indoles, bisindole derivatives and pharmaceutically active 2-oxo-1-pyrrolidine analogues. It is also used as a reactant for the preparation of Positron Emission Tomography (PET) imaging agents of protein kinase C (PKC) and glycogen synthase kinase-3 (GSK-3).
Preparation
1-Methylindole is prepared by the methylation of 5-methoxytryptamine in liquid ammonia[1].
General Description
1-Methylindole undergoes Au(III)/TPPMS-catalyzed benzylation reaction with benzhydryl and benzylic alcohols.
References
[1]
Taborsky, R. G., Delvigs, P., Page, I. H., Crawford, N. (1965). Synthesis and Preliminary Pharmacology of Some 1-Methylindoles. Journal of Medicinal Chemistry, 8(4), 460–466.
https://doi.org/10.1021/jm00328a010