. alpha. 2-Adrenergic agonists/antagonists: the synthesis and structure-activity relationships of a series of indolin-2-yl and tetrahydroquinolin-2-yl imidazolines

…, D Luttinger, MH Perrone, MJ Silbernagel…

Index: Hlasta; Luttinger; Perrone; Silbernagel; Ward; Haubrich Journal of medicinal chemistry, 1987 , vol. 30, # 9 p. 1555 - 1562

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Citation Number: 44

Abstract

HOAc, MeOH; BH,, THF; H2, Pd (C), HCl, EtOH). However, reduction to the alcohol 12a, acetylation (Ac20, pyridine), and hydrogenolysis of 12b gave the indole-2-acetate 13 in good overall yield. The alcohol 12a could also be reduced directly to 13 with Ph, PI, in benzene although in lower yield. The indole-% acetates 13 and 14 were converted to the imidazolines 2 and 3, respectively, on treatment with trimethylaluminum-ethylenediamine ...