Hydrogenation over Raney nickel of the methyl ester of 1H-pyrazoline-3-carboxylic acid and also of its 4-phenyl and 5-methoxycarbonyl-substituted analogs, leads respectively to 3-aminopyrrolidin-2-one, its 4-phenyl- and 5-methoxycarbonyl derivatives, predominantly to the trans isomer. Under the same conditions 1-amino-4-methoxycarbonylpyrrolidin-2-one was obtained from 3,4-di(methoxycarbonyl)-1H-pyrazoline, but 3,4,5-tri(methoxycarbonyl)-1H-pyrazoline did not react.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1500-1506, October, 2009.
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Gorpinchenko, V.A., Petrovcx, D.V., Lozhkin, S.S. et al. Catalytic hydrogenation of methyl esters of some 1h-pyrazoline-3-carboxylic acids. Chem Heterocycl Comp 45, 1202–1207 (2009). https://doi.org/10.1007/s10593-010-0408-2
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DOI: https://doi.org/10.1007/s10593-010-0408-2