Method of obtaining 3,3-diphenylpropylamines

Details Method of obtaining 3,3-diphenylpropylamines Method of obtaining 3,3-diphenylpropylamines

C - Chemistry, Metallurgy

07

C

C07C 215/54 (2006.01) A61K 31/135 (2006.01) A61P 13/10 (2006.01) C07C 209/04 (2006.01) C07C 211/28 (2006.01) C07C 217/62 (2006.01)

Patent

CA 2618446

The invention relates to a method of obtaining 3,3-diphenylpropylamines (I), wherein R1 is H, alkyl, haloalkyl or alkoxyalkyl, R2 is alkyl, alkoxy, halogen, NO2, CN, CHO, which may be free or protected, CH2OH or COOR6, and R3 and R4 are selected independently from H and alkyl or together form a ring with between 3 and 7 members with nitrogen to which they are bound. The inventive method consists in reacting a propylenephenylamine and a disubstituted aromatic hydrocarbon and, if necessary, separating the desired enantiomer or the mixture of enantiomers, and/or converting the compound (I) into a salt. Compounds (I) are muscarinic receptor antagonists which can be used in the treatment of urinary incontinence and other symptoms of urinary bladder hyperactivity. Said compounds include tolterodine.

L'invention porte sur un procédé d'obtention de 3,3-dyphényl-propylamines (I) où R1 représente H, alkyle, haloalkyle ou alcoxyalkyle ; R2 représente alkyle, alcoxy, halogène, NO2, CN, CHO libre ou protégé, CH2OH ou COOR6, et R3 et R4, indépendamment, sont sélectionnés dans H et alkyle, ou forment ensemble un anneau de 3 à 7 chaînons avec l'azote auquel ils sont unis. Ledit procédé consiste à mettre en réaction une phénylamine de propylène et un hydrocarbure aromatique non substitué, et, si nécessaire, à séparer l'énantiomère désiré ou le mélange d'énantiomères, et/ou à transformer le composé (I) en un sel. Les composés (I) sont des antagonistes des récepteurs muscariniques, utiles dans le traitement de l'incontinence urinaire et d'autres symptômes d'hyperactivité de la vessie urinaire. Parmi ces composés, on trouve la toltérodine.

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