http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-090104-A1

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filingDate 2013-02-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_97b77c5db33642f0fcd6f359f6610289
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publicationDate 2014-10-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-090104-A1
titleOfInvention TRIAZOLOPIRAZINE DERIVATIVES
abstract The compounds of the formula (1), R¹ denotes Ar¹, Carb, Het¹ or H; R² denotes Ar², Carb, Cyc, Het², NR³ (CH₂) ₙHet², NR³Cyc, N (R³) ₂, NR³ (CH₂) ₚN (R³) ₂, NR³ (CH₂) ₚNR³COA, NR³SO₂A, NR³SO₂Ar³, NR³SO₂Het³, O (CH) ₙHet³ or NR³Ar³; Ar¹ denotes phenyl, which is mono-, di- or trisubstituted with A, (CH₂) ₙOH, (CH₂) ₙOA, (CH₂) ₙHet³, CN, SO₂NH₂, SO₂CH₃, SOCH₃, Cyc, (CH₂) ₙNH₂, (CH₂) ₙNHA , (CH₂) ₙNA₂ and / or (CH₂) ₙSO₃H; Ar² denotes phenyl or biphenyl, which is unsubstituted or mono-, di- or trisubstituted with Hal, CN, (CH₂) ₙOH, (CH₂) ₙOA, NHSO₂A, (CH₂) ₙHet³, [C (R³) ₂] ₙNH₂ , [C (R³) ₂] ₙNHA, [C (R³) ₂] ₙNA₂, SO₂CH₃, SO₂NH₂ and / or COHet³; Het¹ denotes pyridyl, benzimidazolyl, benzotriazolyl, indolyl, indazolyl, benzo [1,4] oxazinyl, 1,3- or 2,3-dihydro-indolyl, benzothiadiazolyl, 1,2,3,4-tetrahydro-quinolyl, spiro (cyclobutan -1,3-indolyl), spiro (cyclobutan-1,3-indolinyl), 1,4-dihydro-benzo [d] [1,3] oxazinyl, 3,4-dihydro-1H-quinolyl, 3,4- dihydro-1H-quinozalinyl, chromanyl, [1,2,4] triazolo [4,3-a] pyridyl, 1,2,3,4-tetrahydro-quinoxalinyl or 2,3-dihydro-1H-2,6-benzo [c] isothiazolyl, each of which is unsubstituted or mono-, di-, tri- or tetrasubstituted with A, OH, OA, SO₂NH₂, (CH₂) ₙNH₂, (CH₂) ₙNHA, (CH₂) ₙNA₂, Hal and / u = O; Het² denotes piperidinyl, piperazinyl, pyrrolidinyl, morpholinyl, tetrahydropyranyl, pyrazolyl, indazolyl, azetidinyl, pyridyl, isoxazolyl, pyrimidinyl, furyl, thienyl, pyrido [2,3-b] pyrazinyl, 2-oxa-6-aza-spiro [3, 4] octyl, 2,5-diaza-bicyclo [2,2,1] heptyl, 1,4-dioxa-7-aza-spiro [4,4] nonyl, 7,8-dihydro-5H-pyrido [4, 3-d] pyrimidinyl, 1,3,7-triaza-spiro [4,5] decyl, 2,5,7-triaza-spiro [3,4] octyl, 1,3,7-triaza-spiro [4, 4] nonyl, 2-oxa-6-aza-spiro [3,3] heptyl, 2-oxa-6-aza-spiro [3,5] nonyl, 2,7-diaza-spiro [4,4] nonyl, 2,8-diaza-spiro [4,5] decyl, 3-oxa-8-aza-bicyclo [3,2,1] octyl, 1,4,6,7-tetrahydro-imidazo [4,5-c] pyridinyl, 4,5,6,7-tetrahydro-pyrazolo [1,5-a] pyrazinyl, 1,2,3,4-tetrahydro-quinolyl, quinolyl, indazolyl, diazepanyl, azepanyl, 2-oxa-3,9- diaza-spiro [5,5] undecenyl, triazolyl, 8-oxa-3-aza-bicyclo [3,2,1] octyl, 1,3,8-triaza-spiro [4,5] decenyl, 1-oxa- 3,7- or 3,8-diaza-spiro [4.5] decyl, 1,3,8-triaza-spiro [4,5] decyl, 4,6-dihydro-1H-pyrrolo [3,4-c ] pyrazolyl, h exahydro-pyrazino [1,2-a] pyrazinyl, tetrahydro-benzo [b] azepanyl, 2,3-dihydro-benzo [1,4] dioxinyl, 2,3-dihydro-indolyl, indolyl, 8-aza-bicyclo [ 3,2,1] octyl, 3,4-dihydro-2H-quinolyl, 3,4-dihydro-2H-pyrano [2,3-b] pyridyl, [1,2,4] triazolo [1,5-a ] pyrazinyl, spiro [indole-3,3-pyrrolidinyl], 6-oxa-2,9-diaza-spiro [4,5] decyl, tetrahydro-pyrrolo [3,4-c] pyrrolyl, 1,8-diaza- spiro [4,5] decyl, 1,2,3,4-tetrahydro-isoquinolyl, 6,7-dihydro-4H-pyrazolo [5,1-c] [1,4] oxazinyl, 1-aza-bicyclo [2 , 2,2] octyl, octahydro-isoquinolyl or 3,4-dihydro-2H-pyrido [3,2-b] [1,4] oxazinyl, each of which is unsubstituted or mono-, di- or trisubstituted with Hal, A, (CH₂) ₙNH₂, (CH₂) ₙNHA, (CH₂) ₙNA₂, (CH₂) ₙOH, (CH₂) ₙOA, (CH₂) ₙAr³, (CH₂) ₙHet³, SO₂A, SO₂A, NHCOA, NACOA, NHSO₂A , NASO₂A, COOA, CONH₂, COA, CONHA, COOH, SO₂NH₂, SO₂NHA, SO₂NA₂, (CH₂) ₙOCHO, NH (CH₂) ₙHet³, CN and / u = O; Het³ denotes piperidinyl, piperazinyl, pyrrolidinyl, morpholinyl, imidazolidinyl, tetrahydro-pyranyl, imidazolyl or indolinyl, each of which is unsubstituted or mono-, di- or trisubstituted with A and / or = O; R³ denotes H or alkyl having 1, 2, 3 or 4 C atoms; A denotes unbranched or branched alkyl having 1-10 C atoms, where 1-7 H atoms can be replaced by F and / or where one or two non-adjacent CH₂ groups can be replaced by O and / or NH , or cyclic alkyl having 3-7 C atoms; Cyc denotes cyclic alkyl having 3-7 C atoms, which is not substituted or which is monosubstituted with NH₂, CN, CONH₂ or OH; Ar³ denotes phenyl, which is unsubstituted or which is mono- or disubstituted with F, A, CN, NH₂, NHA, NA₂ and / or CONH₂; Carb denotes indanyl or 5,6,7,8-tetrahydro-naphthyl, which is unsubstituted or which is mono-, di-, tri- or tetrasubstituted with A; Hal denotes F, Cl, Br or I; n denotes 0, 1, 2, 3 or 4; p denotes 1, 2, 3 or 4; and its pharmaceutically acceptable solvates, salts, tautomers and stereoisomers, including mixtures thereof in all proportions. They are Syk inhibitors and can be used, inter alia, for the treatment of cancer, rheumatoid arthritis and / or systemic lupus.
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