Crystallization-Induced Diastereomeric Transformation of Chiral Ozanimod Key Intermediate Using Homogeneous Ir-Based Racemization Catalyst

Crystallization-induced diastereomeric transformation of a solid solution salt composed of a chiral primary amine, 4-cyano-1-aminoindane, and di-p-toluoyl-l-tartaric acid was achieved using (pentamethylcyclopentadienyl)­iridium­(III) diiodide dimer as a racemization catalyst. The enrichment continued until the composition of the solid phase was in equilibrium with that of the liquid phase at 0% diastereomeric excess.