NOVEL CHEMICAL METHOD OF PRODUCING 6-CHLORO-4-(4-FLUORO-2-METHYLPHENYL)PYRIDINE-3-AMINE, KEY INTERMEDIATE COMPOUND FOR PRODUCTION OF NT-814 Russian patent published in 2025 - IPC C07B43/06 C07D213/75 C07D213/74 

Abstract RU 2840774 C2

FIELD: chemistry.

SUBSTANCE: invention relates to the technology of producing 2-(3,5-bis(trifluoromethyl)phenyl)-N-(6-chloro-4-(4-fluoro-2-methylphenyl)pyridin-3-yl)-N,2-dimethylpropanamide (compound IX), which is an intermediate compound in the synthesis of drug 2-[3,5-bis(trifluoromethyl)phenyl]-N-{4-(4-fluoro-2-methylphenyl)-6-[(7S,9aS)-7-(hydroxymethyl)hexahyd-ropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]-3-pyridinyl}-N,2-dimethylpropanamide, as well as to novel intermediate compound (VII). Process for the preparation of compound (IX) involves reaction of 6-chloro-4-(4-fluoro-2-methylphenyl)pyridine-3-amine salt with 2-(3,5-bis(trifluoromethyl)phenyl)-2-methylpropanoyl chloride in dichloromethane in the presence of an organic base at temperature of 0-5 °C to obtain compound (VII) and subsequent reaction of compound (VII) with methyl halide in presence of caesium carbonate.

EFFECT: obtaining compound (IX) using an improved method.

5 cl, 8 ex

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RU 2 840 774 C2

Authors

Schleusner Marcel

Ghizzoni Massimo

Lawrence Ron

Dates

2025-05-28Published

2024-06-17Filed