{3-[(7H-PYRROLO[2,3-d]PYRIMIDIN-4-YL)AZOLYL]AZETIDIN-3-YL} ACETONITRILES AS JANUS KINASE INHIBITORS Russian patent published in 2016 - IPC C07D487/04 A61K31/519 A61P35/00 A61P19/02 A61P29/00 

FIELD: chemistry.

SUBSTANCE: invention relates to novel {3-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-azolyl]azetidin-3-yl}-acetonitriles of general formula 1 or pharmaceutically acceptable salts thereof. Compounds are JAK inhibitors and can be used for treating autoimmune disease, which is multiple sclerosis, rheumatoid arthritis, psoriatic arthritis or juvenile arthritis. In compounds of general formula 1

R¹ is SO₂(CH₂)_nCH₂OH, SO₂(CH₂)_nCH₂F, SO₂(CH₂)_nCHF₂, SO₂(CH₂)_nCF₃, SO₂(CH₂)_nCO₂R^1a, SO₂(CH₂)_nCO₂H, CH₂CH₂SO₂CH₃, CH₂CH₂SO₃H, CH₂CH₂CH₂OH, CH₂CH₂SO₂NH₂; n = 1 or 2. R^1a is an alkyl or cycloalkyl, preferably C₁-C₃alkyl; X and Y are a nitrogen atom; or X is a nitrogen atom, Y is an methine; or X is a methine, and Y is a nitrogen atom; or R¹ is SO₂CH₂CH₃; X and Y are a nitrogen atom or X is methine, Y is a nitrogen atom. Invention also relates to a method of producing compounds of formula 1, involving removal of protective group R² from compound of formula 1a, where R¹ has said values, R² denotes 2-(trimethylsilyl)ethoxymethyl, hydroxymethyl.

EFFECT: removal of protective group R² is performed by lithium tetrafluoroborate or boron trifluoride diethyl etherate for bonding with subsequent treatment with ammonium hydroxide.

17 cl, 2 tbl, 18 ex