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1. Transformations of 2-Trifluoroacetyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridines by the Action of Ethyl Propynoate. A Novel Synthesis of 2-Trifluoroacetyl-4,7,8,9-tetrahydro-1H-pyrrolo[2,3-d]azocines

Author

Larisa N. Kulikova, O. V. Grishachkina, T. A. Vorob’eva, Tatiana N. Borisova, L. G. Voskresenskii, A. I. Chernyshev, and Alexey V. Varlamov

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, chemistry, Stereochemistry, Organic Chemistry, General Medicine, Methanol, Acetonitrile, Cleavage (embryo), Medicinal chemistry, Pyrrole derivatives, Alkyl
Abstract

2-Trifluoroacetyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridines reacted with ethyl propynoate in acetonitrile and methanol to give ethyl 2-trifluoroaceyl-4,7,8,9-tetrahydro-1H-pyrrolo[2,3-d]azocine-5-carboxylates. The reactions of 2-trifluoroacetyl-1-vinyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridines with ethyl propynoate in alcohols were accompanied by cleavage of the tetrahydropyridine fragment with formation of alkyl 3-{benzyl[2-(3-alkoxy-5-trifluoroacetyl-1-vinyl-1H-pyrrol-2-yl)ethyl]amino}acrylates.

Published
2007

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