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

C Lamazzi, A Dreau, C Bufferne, C Flouzat, P Carlier…

Index: Lamazzi, Christelle; Dreau, Armelle; Bufferne, Christel; Flouzat, Christine; Carlier, Patrick; ter Halle, Rob; Besson, Thierry Tetrahedron Letters, 2009 , vol. 50, # 31 p. 4502 - 4505

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Citation Number: 5

Abstract

The Letter describes the investigation of an industrial reaction of N-methylphenylpiperazine and chloronicotinonitrile, under microwave heating. Besides the formation of the expected 2- (4-methyl-2-phenylpiperazinyl) 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 ...