Process for the synthesis of the...

C - Chemistry – Metallurgy – 07 – C

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260/604.6

C07C 209/22 (2006.01) C07C 213/02 (2006.01) C07C 217/60 (2006.01)

Patent

CA 2013080

Process for the synthesis of the N-methyl-3, 4-dimetoxyphenylethylamine of formula (see fig. I) I intermediate in the synthesis of the drug internationally known as verapamil. The process starts from the 3, 4-dimethoxybenzaledhyde which, by means of a Darzens condensation, gives an epoxyester that, by alkaline hydrolysis and subsequent decarboxylation, gives the 3,4-dimethoxyphenylacetaldehyde. This aldehyde gives the amine of formula I by reaction with monomethylamine followed by reduction with sodium borohydride.

Méthode pour la synthèse de la N-méthyl-3,4-diméthoxyphényléthylamine, de formule (I) (voir fig. I), produit intermédiaire dans la synthèse du médicament connu à l'échelle internationale sous le nom de verapamil. La méthode part du 3, 4-diméthoxybenzaldéhyde qui, par condensation de Darzens, forme un époxyester, lequel à son tour, après hydrolyse alcaline et décarboxylation ultérieure, donne la 3,4-diméthoxyphényléthylamine. Cet aldéhyde donne l'amine de formule I par réaction avec la monométhylamine, suivie d'une réduction à l'aide de borohydrure de sodium.

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