Clariant Produkte (deutschland) Gmbh

Nicole Nitschke

Barbara Duecker

Michael Wessling

The present invention relates to a process for the preparation of 3,7-diazabicyclo[3.3.1]nonane compounds. According to the invention, in a first step, a dicarboxylic acid ester is reacted with a pyridine aldehyde and a primary amine. The piperidone which forms is reacted in a second stage with formaldehyde and a further primary amine. It is essential to the invention that, in the first reaction stage, a C2-C4-alcohol is used as solvent and, in the second reaction stage, a C3-C4-alcohol is used as solvent.

Process for the preparation of 3.7-diazabicyclo[3.3.1] nonane compounds

The invention relates to a method for producing the compositions cited in the title. According to this method: dipyridyl ketone is reacted with hydroxylamine; the oxime obtained thereby is reduced without intermediate isolation to form 1,1-di-(2-pyridyl)-methylamine, and; this amine is firstly reacted with 1 to 1.5 molar equivalent of picolyl chloride and then with another 1 to 1.5 molar equivalent of picolyl chloride to form the amine of formula (1). This amine is purified via the tetrafluoroborate salt and subsequently alkylated with an alkyl iodide. This method represents an improvement with regard to prior art methods for producing these compounds.

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Eschborn, Germany

Nicole Nitschke