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Microwave-induced by-products in the synthesis of 2-(4-methyl-2-phenylpiperazinyl)pyridine-3-carbonitrile

โœ Scribed by Christelle Lamazzi; Armelle Dreau; Christel Bufferne; Christine Flouzat; Patrick Carlier; Rob ter Halle; Thierry Besson


Book ID
104096630
Publisher
Elsevier Science
Year
2009
Tongue
French
Weight
231 KB
Volume
50
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


The Letter describes the investigation of an industrial reaction of N-methylphenylpiperazine and chloro nicotinonitrile, under microwave heating. Besides the formation of the expected 2-(4-methyl-2-phe nylpiperazinyl)pyridine-3-carbonitrile (4), extension of the scale leads to unexpected by-products. A specific pathway due to the formation of a reactive 'ionic alkylating intermediate' formed in situ under microwave conditions is proposed to explain the results observed.


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## Abstract A facile synthesis of __trans__ isomers of 4โ€arylโ€3โ€methylโ€6โ€oxoโ€4,5,6,7โ€tetrahydro**โ€**2__H__**โ€**pyrazolo[3,4โ€__b__]pyridineโ€5โ€carbonitriles via threeโ€component condensation reaction of an aldehyde, 3โ€aminoโ€5โ€methylpyrazole and ethyl cyanoacetate in acetonitrile has been developed und