ChemicalBook CAS DataBase List Vortioxetine hydrobromide

Vortioxetine hydrobromide synthesis

11synthesis methods

Product Name:Vortioxetine hydrobromide
CAS Number:960203-27-4
Molecular formula:C18H23BrN2S
Molecular Weight:379.36

Vortioxetine hydrobromide is a new type of bisarylsulfanylamine antidepressant jointly developed by Takeda, Japan and Lundbeck, Denmark, for the treatment of depression and anxiety. The preparation method comprises the following steps: taking 2,4-dimethyl thiophenol as a raw material to react with o-bromonitrobenzene via a normal pressure catalytic hydrogenation method, a Sandmeyer reaction with piperazine, and then performing a reaction with hydrobromic acid to generate vortioxetine hydrobromide.

508233-74-7 Synthesis

508233-74-7
296 suppliers
$29.00/5mg

960203-27-4
390 suppliers
$26.00/1mg

Yield:960203-27-4 96.6%

Reaction Conditions:

with hydrogen bromide in Isopropyl acetate at 30 - 40; for 0.666667 h;Sealed tube;Time;Temperature;Solvent;

Steps:

1; 2; 3; 4; 5; 6; 7; 8; 1; 2; 3; 4; 5 Preparation of α-type crystals of vortioxetine hydrobromide:
Weigh 20.0g of vortioxetine sample (accurate to one decimal place),In a 500ml beaker, add 200ml of isopropyl acetate and a stir bar,Stir to dissolve in a 60 ° C water bath and seal with plastic wrap for use as solution 1.Set up the mechanical stirring device of the 500ml three-necked flask, and place the three-necked flask in a room temperature water bath.Weigh out 11.2g of hydrobromic acid solution (mass fraction ≥ 40%) (accurate to one decimal place),Add to a 500ml three-necked bottle; start stirring, and the stirring speed is controlled at 200rpm:120 ml of isopropyl acetate was added to the three-necked flask to obtain solution 2.Transfer solution 1 to a 250ml dropping funnel and add dropwise to solution 2.Keep the temperature at 30-40 for 10min and add it (if there is residue in the funnelAdd 20ml isopropyl acetate to rinse). After the addition is complete, start timing. After stirring for 30 minutes, filter with suction.Rinse the three-necked bottle and rinse the filter cake with 20 ml of isopropyl acetate. Filter cake compaction,Don't crack, when no liquid drops, stop suction filtration; filter cake layered and scraped with an iron spoon,The solid is then pounded into a powder with an iron spoon. Dry for 24 hours in a 60 ° C blast oven,Turn the sample once after drying for 4 hours. After sample collection, 24.5 g of off-white solid was obtained with a yield of 96.6% and a purity of 99.73%.

References:

Hangzhou He Kang Pharmaceutical Co., Ltd.;Shen Yijie;Feng Mian CN110790727, 2020, A Location in patent:Paragraph 0043-0061

960203-28-5 Synthesis