PYRROLOPYRIDINES AS KINASE INHIBITORS Russian patent published in 2014 - IPC C07D471/04 A61K31/437 A61P35/00 

FIELD: chemistry.

SUBSTANCE: invention concerns novel compounds of formula I: and stereoisomers, tautomers and pharmaceutically acceptable salt thereof, where: A is selected from a single bond or CR^aR^b; R¹ is selected from hydrogen, halogen, CN, C₁-C₆alkyl, C₁-C₆alkenyl, -O(C₁-C₆alkyl), -S(C₁-C₆alkyl), C₃-C₆cycloalkyl, 4-6-member heterocycle containing one, two or three heteroatoms selected from a group consisting of oxygen, nitrogen and sulphur, phenyl and a 5- or 6-member heteroaryl containing one, two or three heteroatoms, selected from a group consisting of oxygen, nitrogen and sulphur, where the alkyls, alkenyl, cycloalkyl, heterocycle, phenyl or heteroaryl are optionally substituted with one or more groups selected from halogen, CN, CF₃, C₁-C₃alkyl, -O(C₁-C₃alkyl) and NR^cR^d; R² is selected from C₁-C₆alkyl, -O(C₁-C₆alkyl), -NH(C₁-C₆alkyl), saturated or partially unsaturated C₃-C₆cycloalkyl, phenyl, saturated or partially unsaturated 4-6-member heterocycle containing one, two or three heteroatoms selected from a group consisting of oxygen, nitrogen an sulphur, 5- or 6-member heteroaryl containing one, two or three heteroatoms selected from a group consisting of oxygen, nitrogen and sulphur, 8-10-member bicyclic aryl, 8-10-member bicyclic heterocycle containing one, two or three heteroatoms selected from a group consisting of oxygen, nitrogen and sulphur, and an 8-10-mbmer bicyclic heteroaryl containing one, two or three heteroatoms selected from a group consisting of oxygen, nitrogen and sulphur, where the alkyls, cycloalkyl, phenyl, heteocycles, heteroaryls and aryl are optionally substituted with one or more groups selected from OH, CN, halogen, oxo (except substitutes in the pheny, aryl or heteroaryl), CF₃, cyclopropyl, cyclopropylmethyl, -SO₂Rⁱ, C₁-C₆alkyl, -O(C₁-C₆alkyl), -S(C₁-C₆alkyl), NR^eR^f and phenyl, where the phenyl is optionally substituted with one or more groups selected from OH, CN, halogen, CF₃, C₁-C₃alkyl, -O(C₁-C₃alkyl) and NR^gR^h; R³ and R⁴ are independently selected from hydrogen or C₁-C₄alkyl, optionally substituted with OH, F, -O(C₁-C₃alkyl) or C₃-C₆cycloalkyl, or R³ and R⁴, together with atoms with which they are bonded, form a 5- or 6-member ring; R⁵ is selected from hydrogen and CH₃, or A is CR^aR^b, R^a and R^b denote hydrogen, and R³ and R⁵, together with atoms with which they are bonded, form a 5- or 6-member ring; R⁶ is selected from hydrogen, F, OH, -OCH₃, C₁-C₃alkyl and cyclopropyl, or A is a single bond, R^6a is hydrogen, and R³ and R⁶, together with atoms with which they are bonded, form a 5- or 6-member ring; R^6a is selected from hydrogen, F, OH and CH₃; R⁷ is hydrogen, or A is CR^aR^b and R³ and R⁷, together with atoms with which they are bonded, form a 5- or 6-member ring; R^a is hydrogen, or R⁴ and R^b are absent, and R³ and R^a, together with atoms with which they are bonded, form a 5- or 6-member aromatic ring; R^b is hydrogen or is absent; R^c and R^d are independently selected from hydrogen and C₁-C₃alkyl, or R^c and R^d, together with atoms with which they are bonded, form a 5- or 6-member ring; R^e and R^f are independently selected from a hydrogen and C₁-C₃alkyl; R^g R^h are independently selected from hydrogen and C₁-C₃alkyl; Rⁱ is C₁-C₃alkyl; and p equals 0, 1, 2 or 3. The invention also relates to a pharmaceutical composition based on compounds of formula I, having inhibiting activity on CHK1 and/or CHK2, a method of preventing or treating a disease or disorder modulated by CHK1, a method of treating a hyperproliferative disease. The invention also relates to a method of producing a compound of formula I.

EFFECT: novel biologically active compounds, which can be suitable for inhibiting CHK1 and/or CHK2, are obtained and described.

96 cl, 184 ex, 1 tbl