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US 2021/0230155 A1Published application
Process for preparation of ((3r,11br)-1,3,4,6,7,11b-hexahydro-9,10-di(methoxy-d3)-3-(2-methylpropyl)-2h-benzo[a]quinolizin-2-one
AssigneeHetero Labs Limited
InventorsBandi PARTHASARADHI REDDY, Kura RATHNAKAR REDDY, Bandi VAMSI KRISHNA, Maruthi JANAKI RAM REDDY, Gutta MADHUSUDHAN
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Abstract
The present invention provides a process for preparation of deutetrabenazine using tetrabenazine as starting material.
Claims9
A process for the preparation of Deutetrabenazine compound of formula I, which comprises the following steps:
- i. demethylation of Tetrabenazine of compound of Formula II,
- with an acid or mixture to yield di-hydroxy benzoquinoline compound of formula III or a salt thereof;
- ii. optionally protecting the keto group of di-hydroxy benzoquinoline compound of Formula III with protecting group to yield keto protected di-hydroxy benzoquinoline compound of Formula IV;
- wherein P1 is protecting group
- iii. reacting the di-hydroxy benzoquinoline compound of formula III or keto protected di-hydroxy benzoquinoline compound of Formula IV with deuterium source to yield Deutetrabenzine compound of formula I or keto protected deutetrabenazine compound of Formula V
- iv. optionally de-protecting the keto protected deutetrabenazine compound of Formula V using an acid to yield Deutetrabenazine compound of formula I,
- v. optionally purifying the obtained deutetrabenazine compound of formula I and
- vi. isolating the obtained deutetrabenazine compound of formula I
5 more elements
The intermediate compounds of Formula IV and Formula V
- wherein P1 is protecting group is selected from the group consisting of:
- wherein R is selected from group consisting of alkyl or aryl.
Dependencies are inferred from the claim text.