Process for making trans-1-((1R,3S)-6-chloro-3-phenylindan-1-yl)-3,3-dimethylpiperazine
AssigneeH. Lundbeck A/S
InventorsAllan Carsten Dahl, Christina Wøhlk Nielsen, Christina Suteu, David Robin, Peter Brøsen
Life of this patent
Estimating the term…
Abstract
Described is a method for making the trans-1-((1R,3S)-6-chloro-3-phenylin-dan-1-yl)-3,3-dimethylpiperazine (formula I) and salts thereof and a similar method for making 4-((1R,3S)-6-chloro-3-phenylin-dan-1-yl)-1,2,2-trimethylpiperazine (formula IX) and salts thereof, which method comprises conversion of a compound of formula IVa to the compound of formula I or the compound of formula IX, respectively.
Claims55
A method for manufacturing a compound of formula I (Compound I) or a salt thereof, the method comprising:
- resolving the racemic compound of formula (IV) (Compound IV) using chiral chromatography;
- and
- converting the enantiomer of formula IVa (Compound IVa) obtained thereby to the compound of formula I, wherein formula I, formula IV and formula IVa are as follows:
- the conversion includes the use of a 2,2-dimethylpiperazine analog.
A method for the conversion of an enantiomerically enriched compound IVb into essentially racemic compound IV, wherein IVb and IV are:
- the conversion is obtained by using one or more equivalent of a non-nucleophilic base, followed by adding a catalytic amount, or one or more equivalent, of the same or another base.
Dependencies are inferred from the claim text.