METHOD FOR PRODUCING (1R,2S,5S)-N-[(1S)-1-CYANO-2-[(3S)-2-OXOPYRRROLIDIN-3-YL]ETHYL]-3-[(2S)-3,3- DIMETHYL-2-[(2,2,2-TRIFLUORACETYL)AMINO]BUTANOYL]-6,6-DIMETHYL-3-AZABICYCLO[3.1.0]HEXAN-2-CARBOXAMIDE Russian patent published in 2023 - IPC C07D209/52 C07D403/12 A61K31/403 

Abstract RU 2794746 C1

FIELD: pharmaceuticals.

SUBSTANCE: group of inventions includes a method for producing (1R,2S,5S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-3-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane- 2-carboxamide (compound of formula (I)) and its use for batch chemical industrial production, semi-continuous industrial production or continuous industrial production, as well as a method for preparing an intermediate compound of formula (IV) intended for use in a method for producing a compound of formula (I). The method for obtaining the compound of formula (I) is carried out according to the following scheme:

The process for preparing an intermediate compound of formula (IV) includes reaction of a compound of formula (II) with a compound of formula (III) using a compound of formula R2O-CO-Cl, where R2 is C1-C5 alkyl; C1-C5 alkyl substituted with halogen; phenyl; phenyl substituted with halogen, nitro or C1-C5 alkyl; benzyl substituted with halogen, nitro group or C1-C5 alkyl, in the presence of a base.

EFFECT: improved method of obtaining, leading to an increase in the yield and chemical purity of the compound of formula (I).

54 cl, 1 tbl, 2 ex

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RU 2 794 746 C1

Authors

Belyj Petr Aleksandrovich

Lopatukhin Eduard Yurevich

Korolev Vladimir Lvovich

Zaslavskaya Kira Yakovlevna

Belov Evgenij Yurevich

Dates

2023-04-24Published

2022-04-15Filed