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US 2019/0194122 A1Published application
Processes for the Preparation of Dasotraline and Intermediates Thereof
AssigneeApotex Inc.
InventorsPrabhudas Bodhuri, Eduardo Gustavo Cammisa, Melanie R.A. Green, Gamini Weeratunga, Boris Gorin
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Abstract
The present invention provides processes for the preparation of Dasotraline (1), as well as intermediates useful in the preparation thereof. In particular, processes are provided for the production of the compound of Formula (2), or a salt thereof, and its deprotection to afford Dasotraline (1).
Claims20
A process for preparing Dasotraline (1):
- or a salt thereof, comprising deprotection of a compound of Formula (2):
- or a salt thereof,
- wherein
- the carbon atom marked with “*” is racemic, substantially racemic, or enantiomerically enriched in the (S)-configuration;
- Ar is selected from the group consisting of C6-C12 aryl and C6-C12 substituted aryl;
- and
- R1 is selected from the group consisting of C1-C6 alkyl and C1-C6 substituted alkyl.
4 more elements
A process for preparing the compound of Formula (2):
- or a salt thereof, by reductive amination comprising reaction, in the presence of a solvent (S1), of a compound of Formula (5):
- with an amine of Formula (4):
- to afford a compound of Formula (3):
- followed by reduction, in the presence of a solvent (S2), with a reductant to afford the compound of Formula (2), or a salt thereof,
- wherein
- the carbon atom marked with “*” is substantially racemic or enantiomerically enriched in the (S)-configuration;
- Ar is selected from the group consisting of C6-C12 aryl and C6-C12 substituted aryl;
- and
- R1 is selected from the group consisting of C1-C6 alkyl and C1-C6 substituted alkyl.
6 more elements
A compound of Formula (2):
- or a salt thereof,
- wherein
- the carbon atom marked with “*” is racemic, substantially racemic or enantiomerically enriched in the (S)-configuration;
- Ar is selected from the group consisting of C6-C12 aryl and C6-C12 substituted aryl;
- and
- R1 is selected from the group consisting of C1-C6 alkyl and substituted C1-C6 alkyl.
3 more elements
Dependencies are inferred from the claim text.