PROCESSES FOR MAKING ALKYLATED ARYLPIPERAZINE AND ALKYLATED ARYLPIPERIDINE COMPOUNDS INCLUDING NOVEL INTERMEDIATES

摘要

Novel processes, and intermediates, for making alkylated arylpiperazine and alkylated arylpiperidine compounds of the general formulas (I) and (VII), respectively;;wherein, R1 and R2 are individually selected from hydrogen, alkyl, substituted or alkyl; n=0, 1, or 2; Y=NR3R4, OR5, or SR5, where R3 and R4 are individually selected from acyl or sulfonyl, and where R5 is aryl or heteroaryl, or heterocyclic; and Ar is an aryl, heteroaryl, or heterocyclic compound.

主权项

1. A process for preparing an alkylated arylpiperazine compound of formula (I): wherein, R1 and R2 are individually selected from hydrogen, unsubstituted alkyl, and substituted alkyl, or R1 and R2 are connected to form a 5 to 8 carbon cyclic ring; n is 0, 1, or 2; Y is NR3R4, OR5, or SR5, where R3 and R4 are individually selected from acyl or sulfonyl, wherein R3 and R4 may be connected to form a substituted or unsubstituted cyclic or bicyclic ring, and wherein R5 is aryl or heteroaryl, or heterocyclic; and Ar is an aryl or heteroaryl group; said process comprising the steps of: (i) alkylating YH with a cyclic sulfate of formula (II) in the presence of a base to form a compound of formula (III), wherein Q is hydrogen, a metal, or an ammonium salt; (ii) hydrolysing the compound of formula (III) to form an alcohol of formula (IV); (iii) converting the compound of formula (IV) to form an alkylating agent of formula (V) wherein LG is a leaving group; and (iv) alkylating a piperazine compound of formula (VI) with the alkylating agent of formula (V) to provide the alkylated arylpiperazine of formula (I)