Process for the industrial synthesis of lurasidone
AssigneeProcos S.P.A.
InventorsTommaso Angelini, Piergiorgio Bettoni, Jacopo Roletto, Paolo Paissoni
Life of this patent
Estimating the term…
Abstract
Disclosed is a process for the industrial synthesis of Lurasidone from (1R,2R)-cyclohexane-1,2-diyldimethanol (1), 3-(piperazin-1-yl)benzo[d]isothiazole (3) and (3aR,4R,7R,7aS)-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione (6).). Said process is optimised to obtain Lurasidone with high yields and high purities by preparing highly pure synthesis intermediates, using critical raw materials and reagents in amounts close to the stoichiometric amounts, increasing productivity and reducing the costs and environmental impact of the process.
Claims6
A process for the preparation of Lurasidone starting from (1R,2R)-cyclohexane-1,2-diyldimethanol 1 which comprises the following steps:
- a) mesylating 1 to give (1R,2R)-1,2-bis(methanesulfonyloxymethyl)cyclohexane 2;
- b) reacting 2 with 3-(piperazin-1-yl)benz[d]isothiazole 3 in an organic solvent in the presence of a calcium or magnesium oxide or hydroxide, to give (3aR,7aR)-4′-(benz[d]isothiazol-3-yl)octahydrospiro[2H-isoindol-2,1′-piperazinium] methanesulfonate 4;
- c) reacting 4 obtained in step b) with (3aR,4S,7R,7aS)hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 5 to give Lurasidone.
Dependencies are inferred from the claim text.