Expedient Synthesis of 4(5)-[1-(2,3-Dimethylphenyl)ethyl]-1<i>H</i>-imidazole, the α<sub>2</sub>-Adrenergic Agonist Medetomidine

199133 citationsJournal Article

Authors

Linas V. Kudzma · ProQuest (United States)

Stanhope P. Turnbull · ProQuest (United States)

Abstract

(±)-4(5)-[1-(2,3-Dimethylphenyl)ethyl]-1H-imidazole hydrochloride (5) is prepared in three steps in 79% overall yield from 1-(N,N-dimethylsulfamoyl) imidazole by bis-protection, regioselective lithiation followed by an efficient tandem addition-reduction of the resulting 2,3-dimethylbenzoyl chloride adduct with lithium/ammonia/ammonium chloride.

Topics & Keywords

Synthesis of heterocyclic compounds Synthesis and Biological Evaluation Synthesis and Reactions of Organic Compounds

UN Sustainable Development Goals

Clean water and sanitation

Publication Details

Published in: Synthesis

Volume 1991, Issue 11, pp. 1021-1022

DOI: 10.1055/s-1991-26637

Field-Weighted Citation Impact: 1.77