Process for obtaining enantiomers of Cizolirtine
OwnerAntoni Torrens Jover, Helmut Buschmann +2inventors
InventorsAntoni Torrens Jover, Helmut Buschmann, Detleff Heller, Hans Drexler
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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 reduction of a prochiral ketone in the presence of a chiral ruthenium (II) catalyst system including at least a bidentate phosphorous-containing ligand and a diamine ligand to yield chiral alcohols. The chiral alcohols are further O-alkylated to yield corresponding pharmaceutically active ethanamines.
Claims20
A process for the preparation of an enantiomerically enriched compound of formula (II):
- comprising asymmetric hydrogenation of a prochiral ketone of formula (III)
- in the presence of a base and a chiral ruthenium (II) catalyst system comprising at least a bidentate phosphorous-containing ligand and a diamine 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, said process comprising asymmetrically reducing a prochiral ketone in the presence of a chiral ruthenium (II) catalyst system including at least a bidentate phosphorous-containing ligand and a diamine ligand, to yield said precursor alcohol.
A process for producing pharmaceutically active ethanamines, comprising O-alkylating a precursor alcohol, wherein said precursor alcohol has been obtained by a synthesis including asymmetrically reducing a prochiral ketone in the presence of a chiral ruthenium (II) catalyst system including at least a bidentate phosphorous-containing ligand and a diamine ligand.
Dependencies are inferred from the claim text.