METHOD OF PREPARING 5-(1-(3,5-BIS(TRIFLUOROMETHYL)PHENOXY)ETHYL)CYCLOHEXANE-1,3-DIONE, ITS RACEMIC MIXTURE AND S-ENANTIOMER Russian patent published in 2024 - IPC C07C49/563 C07C49/567 A61P25/28 A61K31/122 

Abstract RU 2812607 C1

FIELD: pharmacology and medicine.

SUBSTANCE: invention relates to a method of the synthesis of 5-(1-(3,5-bis(trifluoromethyl)phenoxy)ethyl)cyclohexane-1,3-dione in the form of a racemate or its S-enantiomer, which can be used to make medicinal products for the treatment of motor neuron disease. The preparation method includes the following: (a) reacting 2-(3,5-bis(trifluoromethyl)phenoxy)propanal in the form of a racemic mixture or enantiomerically pure (S)-form with (carbethoxymethylene)triphenylphosphorane to obtain ethyl-5-(3,5- bis(trifluoromethyl)phenoxy)hex-3-enoate as, respectively, a racemic mixture or enantiomerically pure (S)-form and (b) reaction of the resulting ethyl 5-(3,5-bis(trifluoromethyl)phenoxy)hex-3-enoate with tert-butylacetoacetate and potassium tert-butoxide to obtain the target compound as a racemate or its enantiomerically pure (S)-form, according to the diagram:

EFFECT: provision of a production method with accelerated synthesis and increased yield of the target product.

9 cl, 1 dwg, 1 ex

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RU 2 812 607 C1

Authors

Gogolevskij Aleksandr Sergeevich

Maksimyak Sergej Petrovich

Usacheva Aleksandra Andreevna

Linev Pavel Andreevich

Dates

2024-01-30Published

2023-07-20Filed