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US 2014/0275542 A1Published application
Synthesis of a serotonin reuptake inhibitor
AssigneeDipharma Francis S.R.L.
InventorsMaurizio TADDEI, Luca GIANNOTTI, Emanuele ATTOLINO, Pietro ALLEGRINI
Life of this patent
Estimating the term…
Abstract
Process for the preparation of a piperazinyl derivative, and its intermediates, which has known activity as a serotonin reuptake inhibitor and is used in therapy for treating serious symptoms of depression in adults.
Claims17
A process for the preparation of a compound of formula (II)
- wherein X is —OH or a leaving group, and P is H or a protecting group of the indole nitrogen, comprising reducing a compound of formula (III) or a compound of formula (IV)
- wherein X and P are as defined above and, if desired, converting a compound of formula (II) into another compound of formula (II).
A compound of formula (III) or (IV)
- wherein X is —OH or a leaving group, and P is H or a protecting group of the indole nitrogen and, in a compound of formula (III), the double bond —C═C— on the aliphatic chain has either (E) or (Z) stereochemistry, or a mixture thereof;
- and wherein when in a compound of formula (III) P is tosyl, X is other than OCH2Ph.
Use of a compound of formula (III) or (IV)
- wherein X is OH or a leaving group and P is H or a protecting group of the indole nitrogen and in a compound of formula (III) the double bond —C═C— on the aliphatic chain has (E) or (Z) stereochemistry, or a mixture thereof, as intermediate in the preparation of Vilazodone of formula (I)
- or a salt thereof.
A process for the preparation of a compound of formula (IX) or a salt thereof
- wherein W is an —OH or —OR1 group, wherein R1 is a straight or branched C1-C6 alkyl, or —NH2 and P is H or a protecting group of the indole nitrogen;
- or for the preparation of a compound of formula (I) or a salt thereof
- comprising using a compound of formula (III) or (IV)
- wherein X is OH or a leaving group and P is H or a protecting group of the indole nitrogen and in a compound of formula (III) the double bond —C═C— on the aliphatic chain has (E) or (Z) stereochemistry, or a mixture thereof, as starting material.
1 more element
Dependencies are inferred from the claim text.