SUBSTITUTED PYRROLIDINES, PROCESS FOR THEIR PREPARATION, THEIR USE AND MEDICAMENT CONTAINING THEM

摘要

This invention relates to a process for the preparation of a substituted pyrrolidine conforming to the general formula I (I), wherein R1 denotes a hydrogen atom or an alkyl group with 1 to 7 carbon atoms, R2 denotes a chlorine atom, a hydroxyl group, an alkyl group with 1 to 4 carbon atoms or an alkoxy group with 1 to 4 carbon atoms, and R7 denotes a hydrogen atom, an acyl group, an alkyl group or a tetrahydropyranyl group, or a pharmaceutically acceptable acid addition salt thereof characterised in that a ketone of the general formula II or III (II) (III) wherein R1 denotes a hydrogen atom or an alkyl group with 1 to 7 carbon atoms, and R2 denotes a chlorine atom, a hydroxyl group, an alkyl group with 1 to 4 carbon atoms or an alkoxy group with 1 to 4 carbon atoms, or an acid addition salt thereof, is (a) reduced and where the reduction step can be followed by (b) the additional step of acylation or etherification of a compound of formula I obtained in which R7 denotes a hydrogen atom in order to produce a corresponding compound of formula I in which R7 denotes an acyl group, an alkyl group or a tetrahydropyranol group as defined above; and where step (a) or (b) can be followed by the additional step of (c) converting a base of formula I into a corresponding pharmaceutically acceptable acid addition salt or (d) an acid addition salt obtained is converted into the corresponding free base of formula I. It also relates to the products of this process which have utility in the field of human and veterinary medicine particularly in the alleviation and prevention of pain.