On the Synthesis and Reactivity of 4-(Oxiran-2-ylmethoxy)cinnoline: Targeting a Cinnoline Analogue of Propranolol
Department of Drug and Natural Product Synthesis, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria
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Author to whom correspondence should be addressed.
Sci. Pharm. 2008, 76(1), 19-32; https://doi.org/10.3797/scipharm.0802-06
Submission received: 29 February 2008
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Accepted: 12 March 2008
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Published: 30 March 2008
Abstract
The title compound (2) was prepared by reaction of 4-chlorocinnoline with glycidol/sodium hydride in dry DMF, since treatment of cinnolin-4-ol with epichlorohydrin as well as oxidation of 4-allyloxycinnoline did not succeed. Reaction of 2 with primary and secondary amines leads to aminoalcohols characterized by a high tendency to rearrangement and/or elimination. The obtained products were subjected to detailed multinuclear (1H, 13C, 15N) NMR studies.
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MDPI and ACS Style
HOLZER, W.; ELLER, G.A.; SCHÖNBERGER, S. On the Synthesis and Reactivity of 4-(Oxiran-2-ylmethoxy)cinnoline: Targeting a Cinnoline Analogue of Propranolol. Sci. Pharm. 2008, 76, 19-32. https://doi.org/10.3797/scipharm.0802-06
AMA Style
HOLZER W, ELLER GA, SCHÖNBERGER S. On the Synthesis and Reactivity of 4-(Oxiran-2-ylmethoxy)cinnoline: Targeting a Cinnoline Analogue of Propranolol. Scientia Pharmaceutica. 2008; 76(1):19-32. https://doi.org/10.3797/scipharm.0802-06
Chicago/Turabian StyleHOLZER, Wolfgang, Gernot A. ELLER, and Simeon SCHÖNBERGER. 2008. "On the Synthesis and Reactivity of 4-(Oxiran-2-ylmethoxy)cinnoline: Targeting a Cinnoline Analogue of Propranolol" Scientia Pharmaceutica 76, no. 1: 19-32. https://doi.org/10.3797/scipharm.0802-06
