Process for obtaining cizolirtine and its enantiomers
AssigneeLaboratorios Del Dr. Esteve, S. A.
InventorsAntoni Jover, Helmut Buschmann, Stefan Dahmen, Matthias Lormann
Life of this patent
Estimating the term…
Abstract
A process is described for the preparation of a precursor alcohol of Cizolirtine, (±)-2-[phenyl(1-methyl-1H-pyrazol-5-yl)methoxy]-N,N-dimethylethanamine and its enantiomers. The process involves the asymmetric addition of a metalated phenyl reagent to a pyrazolcarbaldehyde in the presence of a chiral ligand to yield chiral alcohols. The chiral alcohols are further O-alkylated to yield Cizolirtine or its enantiomers.
Claims18
A process for the preparation of an enantiomerically enriched compound of formula (II):
- comprising an enantioselective addition reaction to a pyrazolcarbaldehyde compound of formula (IV):
- with a phenyl zinc reagent in the presence of a chiral ligand.
A process for the preparation of a precursor alcohol of Cizolirtine, (±)-2-[phenyl(1-methyl-1H-pyrazol-5-yl)methoxy]-N,N-dimethylethanamine and its enantiomers, comprising asymmetric addition of a metalated phenyl reagent to a pyrazolcarbaldehyde in the presence of a chiral ligand to yield said precursor alcohol.
A process for the preparation of Cizolirtine or its enantiomers, comprising asymmetric addition of a metalated phenyl reagent to a pyrazolcarbaldehyde in the presence of a chiral ligand to yield chiral alcohols, and O-alkylating said chiral alcohols to yield Cizolirtine or its enantiomers.
Dependencies are inferred from the claim text.