CA2630037C — Methods for isolating propargylated aminoindans

USPTO Abstract

Disclosed is a process for isolating from a reaction mixture a salt of a mono-propargylated aminoindan having the structure (I) wherein R1 is H, hydroxyl, alkoxy or (II) wherein Y is 0 or S; R2 and R3 is each independently, C1-8 alkyl, C6-12 aryl, C6-12 aralkyl, each optionally halo substituted, or hydrogen ; where the reaction mixture further comprises a solven, a primary aminoindan having the structure (III) wherein R1 is defined as above, and a tertiary aminoindan having the structure (IV) the process comprising d) adding an acid to the reaction mixture; e) crystallizing the mono-propargylated aminoindan under conditions suitable for the formation of a crystalline salt of the mono-propargylated aminoindan ; and f) recovering the crystalline salt of the mono- propargylated aminoindan, wherein the process is performed without addition of an organic solvent. Also disclosed are the crystalline diastereomeric salts produced by the process and pharmaceutical compositions containing the salts.