IP Library › Granted Patent US 9,890,167

Granted Patent B2

US 9,890,167 · App. 14/997,346 · Granted Feb 13, 2018

Pyrazine compounds for the treatment of infectious diseases

Inventors: Taishan Hu (Shanghai, CN); Xingchun Han (Shanghai, CN); Buyu Kou (Shanghai, CN); Hong Shen (Shanghai, CN); Shixiang Yan (Shanghai, CN); Zhisen Zhang (Shanghai, CN)

Assignee: Hoffmann-La Roche Inc.

C07D487/04 C07D519/00

View Patent ↗

Loading inventors, assignments & file history…

Monitor This Case

Get email alerts when status or documents change.

Order Certified Copies

Most orders are placed with the USPTO same day — all within 24 business hours.

Order via The Patent Place →

Pre-filled with this patent's details

Quick Facts

Patent No.: US 9,890,167
App. No.: 14/997,346
Granted: Feb 13, 2018
Kind: B2

External Links

USPTO Patent Center↗ Full Patent PDF↗

Abstract

The present invention relates to compounds of the formula (I), or pharmaceutically acceptable salts, enantiomer or diastereomer thereof, wherein R 1 to R 4 are as described above. The compounds may be useful for the treatment or prophylaxis of hepatitis B virus infection.

Claims (802)

1. A compound of formula (I),

wherein

R 1 is heterocyclyl, said heterocyclyl being unsubstituted or substituted with one, two or three substituents independently selected from (C 1-6 alkyl) 2 aminocarbonyl, (C 1-6 alkyl) 2 morpholinylcarbonyl, C 1-6 alkoxy, C 1-6 alkoxyC 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkyl, C 1-6 alkyl(C 1-6 alkylsulfonyl)amino, C 1-6 alkylaminocarbonyl, C 1-6 alkylcarbonyl, C 1-6 alkylcarbonylamino, C 1-6 alkylimidazolyl, C 1-6 alkylmorpholinylcarbonyl, C 1-6 alkyloxadiazolyl, C 1-6 alkyloxazolyl, C 1-6 alkylpyrazolyl, C 1-6 alkylsulfonyl, C 1-6 alkylsulfonylamino, C 1-6 alkylsulfonylC 1-6 alkyl, carbamoyl, cyano, dioxopyrrolidinyl, haloC 1-6 alkyl, haloC 1-6 alkyloxadiazolyl, halogen, halopiperidinylcarbonyl, halopyridinyl, halopyrimidinylamino, halopyrimidinyloxy, halopyrrolidinylcarbonyl, hydroxy, hydroxyazetidinylcarbonyl, hydroxyC 1-6 alkyl, hydroxyC 1-6 alkyl(C 1-6 alkyl)aminocarbonyl, hydroxyC 1-6 alkylaminocarbonyl, hydroxypyrrolidinylcarbonyl, morpholinylcarbonyl, oxadiazolyl, oxazolyl, oxazolylaminocarbonyl, oxazolyl(C 1-6 alkyl)aminocarbonyl, oxazolylcarbonyl, oxazolylcarbonyl(C 1-6 alkyl)amino, oxomorpholinyl, oxooxazolidinyl, oxopyrrolidinyl, phenyl, phenylcarbonyl, pyrazolylC 1-6 alkyl, pyridinyl, pyrimidinyl, pyrimidinylamino, pyrimidinyl(C 1-6 alkyl)amino, pyrimidinyloxy, pyrimidinyloxyC 1-6 alkyl, pyrrolidinylcarbonyl and thiazolyl;

heteroaryl, said heteroaryl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, C 1-6 alkyl, haloC 1-6 alkyl, hydroxy C 1-6 alkyl and C 1-6 alkoxyC 1-6 alkyl;

phenyl, said phenyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, hydroxy, C 1-6 alkyl, C 1-6 alkoxy, C 3-7 cycloalkyl, haloC 1-6 alkoxy and haloC 1-6 alkyl; or

C 3-7 cycloalkyl;

R 2 and R 3 are independently selected from hydrogen and C 1-6 alkyl;

R 4 is heteroaryl, said heteroaryl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, C 1-6 alkyl, haloC 1-6 alkyl, C 1-6 alkoxy, C 3-7 cycloalkyl and (C 1-6 alkyl) 2 amino;

aryl, said aryl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, C 3-7 cycloalkyl, C 1-6 alkyl, C 2-6 alkynyl, C 1-6 alkoxy, haloC 1-6 alkyl and haloC 1-6 alkoxy;

phenylC 1-6 alkyl, said phenylC 1-6 alkyl being unsubstituted or substituted with one, two or three halogens; or

C 3-7 cycloalkyl; and

Y and Q are independently selected from CH and N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

2. A compound of formula (I) according to claim 1 , wherein

R 1 is azabicyclo[3.1.0]hexanyl;

dioxopiperazinyl;

dioxopyrimidinyl;

dioxotetrahydropyrrolo[1,2-a]pyrazinyl;

morpholinyl, said morpholinyl being unsubstituted or substituted with one, two or three C 1-6 alkyl;

oxaazabicyclo[3.2.1]octanyl;

oxoazabicyclo[3.1.0]hexanyl;

oxoazaspiro[2.4]heptanyl, said oxoazaspiro[2.4]heptanyl being unsubstituted or substituted with hydroxy;

oxoazaspiro[4.4]nonanyl;

oxoazaspiro[3.4]octanyl, said oxoazaspiro[3.4]octanyl being unsubstituted or substituted with hydroxy;

oxodiazaspiro[3.4]octanyl, said oxodiazaspiro[3.4]octanyl being unsubstituted or substituted with one, two or three substituents independently selected from C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, oxazolylcarbonyl and pyrimidinyl;

oxodihydropyrazolo[1,5-a]pyrazinyl;

oxohexahydropyrimidinyl;

oxoimidazolidinyl, said oxoimidazolidinyl being unsubstituted or substituted with one, two or three substituents independently selected from C 1-6 alkyl, C 1-6 alkylcarbonyl, C 1-6 alkylsulfonyl, phenyl, phenylcarbonyl and pyrimidinyl;

oxoindolinyl;

oxoisoindolinyl;

oxomorpholinyl, said oxomorpholinyl being unsubstituted or substituted with one, two or three substituents independently selected from C 1-6 alkyl and oxazolyl;

oxooxaazaspiro[2.4]heptanyl;

oxooxaazaspiro[3.4]octanyl;

oxooxaazaspiro[4.4]nonanyl;

oxooxaazaspiro[4.5]decanyl;

oxooxazinanyl, said oxooxazinanyl being unsubstituted or substituted with one, two or three substituents independently selected from C 1-6 alkyl, C 1-6 alkoxy and morpholinylcarbonyl;

oxooxazolidinyl, said oxooxazolidinyl being unsubstituted or substituted with one, two or three substituents independently selected from C 1-6 alkyl, phenyl, pyridinyl, halopyridinyl, oxazolyl, C 1-6 alkylimidazolyl and C 1-6 alkyloxadiazolyl;

oxopiperidyl, said oxopiperidyl being unsubstituted or substituted with one, two or three substituents independently selected from C 1-6 alkyl and hydroxy;

oxopyrrolidinyl, said oxopyrrolidinyl being unsubstituted or substituted with one, two or three substituents independently selected from (C 1-6 alkyl) 2 aminocarbonyl, (C 1-6 alkyl) 2 morpholinylcarbonyl, C 1-6 alkoxy, C 1-6 alkoxyC 1-6 alkyl, C 1-6 alkyl, C 1-6 alkyl(C 1-6 alkylsulfonyl)amino, C 1-6 alkylaminocarbonyl, C 1-6 alkylcarbonylamino, C 1-6 alkylmorpholinylcarbonyl, C 1-6 alkyloxadiazolyl, C 1-6 alkyloxazolyl, C 1-6 alkylpyrazolyl, C 1-6 alkylsulfonyl, C 1-6 alkylsulfonylamino, C 1-6 alkylsulfonylC 1-6 alkyl, cyano, dioxopyrrolidinyl, haloC 1-6 alkyl, haloC 1-6 alkyloxadiazolyl, halopiperidinylcarbonyl, halopyrimidinylamino, halopyrimidinyloxy, halopyrrolidinylcarbonyl, hydroxy, hydroxyazetidinylcarbonyl, hydroxyC 1-6 alkyl, hydroxyC 1-6 alkyl(C 1-6 alkyl)aminocarbonyl, hydroxyC 1-6 alkylaminocarbonyl, hydroxypyrrolidinylcarbonyl, morpholinylcarbonyl, oxadiazolyl, oxazolyl, oxazolylaminocarbonyl, oxazolyl(C 1-6 alkyl)aminocarbonyl, oxazolylcarbonyl(C 1-6 alkyl)amino, oxomorpholinyl, oxooxazolidinyl, oxopyrrolidinyl, phenyl, pyrazolylC 1-6 alkyl, pyridinyl, pyrimidinyl, pyrimidinylamino, pyrimidinylC 1-6 alkylamino, pyrimidinyloxy, pyrimidinyloxyC 1-6 alkyl, pyrrolidinylcarbonyl and thiazolyl;

oxopyrrolo[3,2-c]pyridinyl;

oxopyrrolo[3,4-b]pyridinyl;

oxotetrahydrofuro[3,4-c]pyrrolyl;

oxotetrahydroimidazo[5,1-c][1,4]oxazinyl;

piperidinyl, said piperidinyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, hydroxy and C 1-6 alkylcarbonyl;

pyrazolyl, said pyrazolyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, C 1-6 alkyl, hydroxyC 1-6 alkyl and C 1-6 alkoxyC 1-6 alkyl;

pyridinyl, said pyridinyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, C 1-6 alkyl and haloC 1-6 alkyl;

pyrimidinyl, said pyrimidinyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen and C 1-6 alkyl;

pyrrolidinyl, said pyrrolidinyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, hydroxy, C 1-6 alkyl, haloC 1-6 alkyl, C 1-6 alkoxy and C 1-6 alkoxyC 1-6 alkyl;

tetrahydrofuranyl;

thiazolyl, said thiazolyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen and haloC 1-6 alkyl;

phenyl, said phenyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, hydroxy, C 3-7 cycloalkyl, C 1-6 alkyl, C 1-6 alkoxy, haloC 1-6 alkyl and haloC 1-6 alkoxy; or

C 3-7 cycloalkyl;

R 2 and R 3 are independently selected from hydrogen and C 1-6 alkyl;

R 4 is benzofuranyl;

benzothiophenyl;

benzoxazolyl;

indolyl;

C 1-6 alkylbenzothiazolyl;

pyridinyl, said pyridinyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, C 1-6 alkyl, C 3-7 cycloalkyl, C 1-6 alkoxy, haloC 1-6 alkyl and (C 1-6 alkyl) 2 amino;

bicyclo[4.2.0]octa-1(6),2,4-trienyl;

indanyl;

phenyl, said phenyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, C 3-7 cycloalkyl, C 1-6 alkyl, C 2-6 alkynyl, C 1-6 alkoxy, haloC 1-6 alkyl and haloC 1-6 alkoxy;

phenylC 1-6 alkyl, said phenylC 1-6 alkyl being unsubstituted or substituted with one, two or three halogens;

or C 3-7 cycloalkyl; and

Y and Q are independently selected from CH and N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

3. A compound of formula (I) according to claim 1 , wherein

R 1 is pyrazolyl substituted by halogen, cyano, C 1-6 alkyl, hydroxyC 1-6 alkyl or C 1-6 alkoxyC 1-6 alkyl;

pyridinyl, said pyridinyl being unsubstituted or substituted with one or two substituents independently selected from halogen, cyano, C 1-6 alkyl and haloC 1-6 alkyl;

pyrimidinyl substituted with one or two substituents independently selected from halogen and C 1-6 alkyl;

thiazolyl, said thiazolyl being unsubstituted or substituted by halogen or haloC 1-6 alkyl; or

phenyl, said phenyl being unsubstituted or substituted with one or two substituents independently selected from halogen, cyano, hydroxy, C 3-7 cycloalkyl, C 1-6 alkyl, C 1-6 alkoxy, haloC 1-6 alkyl and haloC 1-6 alkoxy;

R 2 and R 3 are independently selected from hydrogen and C 1-6 alkyl with the proviso that R 2 and R 3 are not C 1-6 alkyl simultaneously;

R 4 is benzothiophenyl;

benzoxazolyl;

indolyl;

benzothiazolyl substituted by C 1-6 alkyl;

pyridinyl, said pyridinyl being unsubstituted or substituted with one or two substituents independently selected from halogen, cyano, C 1-6 alkyl, C 3-7 cycloalkyl, C 1-6 alkoxy, haloC 1-6 alkyl and (C 1-6 alkyl) 2 amino;

bicyclo[4.2.0]octa-1(6),2,4-trienyl;

phenylC 1-6 alkyl, said phenylC 1-6 alkyl being unsubstituted or substituted with one or two halogens;

or C 3-7 cycloalkyl; and

Y and Q are independently selected from CH and N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

4. A compound of formula (I) according to claim 3 , wherein

R 1 is fluorophenyl, phenyl, chlorophenyl, trifluoromethylphenyl, cyanophenyl, methoxyphenyl, methylphenyl, difluorophenyl, fluorochlorophenyl, difluoromethylphenyl, methylfluorophenyl, cyclopropylphenyl, hydroxyphenyl, trifluoromethoxyphenyl, bromophenyl, methylpyrazolyl, cyanopyrazolyl, fluoropyrazolyl, hydroxymethylpyrazolyl, methoxymethylpyrazolyl, trifluoromethylpyridinyl, cyanopyridinyl, methylfluoropyridinyl, pyridinyl, chloropyridinyl, fluoropyridinyl, fluorochloropyridinyl, fluoropyrimidinyl, methylfluoropyrimidinyl, thiazolyl, trifluoromethylthiazolyl or chlorothiazolyl;

R 2 and R 3 are independently selected from hydrogen and methyl with the proviso that R 2 and R 3 are not methyl simultaneously;

R 4 is phenyl, trifluoromethylphenyl, fluorochlorophenyl, fluorophenyl, chlorophenyl, cyanophenyl, pyridinyl, methylfluoropyridinyl, fluorotrifluoromethylphenyl, trifluorophenyl, fluorochlorobenzyl, dichlorobenzyl, methylchloropyridinyl, methylbenzothiazolyl, benzothiophenyl, trifluoromethylpyridinyl, difluorophenyl, fluorocyanophenyl, indolyl, methylfluorophenyl, chloropyridinyl, cyanopyridinyl, chloromethoxypyridinyl, methyltrifluoromethylphenyl, chlorotrifluoromethylphenyl, chlorocyanophenyl, ethylphenyl, ethynylphenyl, isopropylphenyl, methoxyphenyl, ethynylfluorophenyl, dimethylpyridinyl, fluorobromophenyl, difluoromethoxyphenyl, fluorotrifluoromethoxyphenyl, difluoromethylphenyl, methylphenyl, difluorocyanophenyl, fluorochloropyridinyl, cyclopropylphenyl, methyldifluorophenyl, difluorochlorophenyl, cyclopropyldifluorophenyl, difluoroethylphenyl, cyclopropylfluorophenyl, methoxydifluorophenyl, benzyl, fluoropyridinyl, benzoxazolyl, methylpyridinyl, difluoropyridinyl, cyclopentyl, cyclohexyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, bromopyridinyl, cyclopropylpyridinyl, dimethylaminopyridinyl or difluoromethylpyridinyl; and

Y and Q are independently selected from CH and N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

5. A compound of formula (I) according to claim 3 , wherein R 1 is phenyl, said phenyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, hydroxy, C 3-7 cycloalkyl, C 1-6 alkyl, C 1-6 alkoxy, haloC 1-6 alkyl and haloC 1-6 alkoxy; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

6. A compound of formula (I) according to claim 5 , wherein R 1 is phenyl, bromophenyl, chlorophenyl, cyanophenyl, cyclopropylphenyl, difluorophenyl, difluoromethylphenyl, fluorophenyl, fluorochlorophenyl, fluoromethylphenyl, hydroxyphenyl, methoxyphenyl, methylphenyl, trifluoromethoxyphenyl or trifluoromethylphenyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

7. A compound of formula (I) according to claim 3 , wherein R 4 is phenyl, said phenyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano, C 3-7 cycloalkyl, C 1-6 alkyl, C 2-6 alkynyl, C 1-6 alkoxy, haloC 1-6 alkyl and haloC 1-6 alkoxy; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

8. A compound of formula (I) according to claim 7 , wherein R 4 is phenyl, chlorophenyl, chlorocyanophenyl, chlorotrifluoromethylphenyl, cyanophenyl, cyclopropylphenyl, difluorophenyl, difluoroethylphenyl, difluoromethoxyphenyl, difluoromethylphenyl, ethylphenyl, ethynylphenyl, fluorophenyl, fluorobromophenyl, fluorochlorophenyl, fluorocyanophenyl, fluorocyclopropylphenyl, fluoroethynylphenyl, difluorochlorophenyl, difluorocyanophenyl, difluorocyclopropylphenyl, methoxydifluorophenyl, methyldifluorophenyl, methylfluorophenyl, fluorotrifluoromethoxyphenyl, fluorotrifluoromethylphenyl, isopropylphenyl, methoxyphenyl, methylphenyl, methyltrifluoromethylphenyl, trifluorophenyl or trifluoromethylphenyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

9. A compound of formula (I) according to claim 3 , wherein

R 1 is pyrazolyl substituted by halogen or hydroxyC 1-6 alkyl;

pyridinyl substituted by halogen;

pyrimidinyl substituted by halogen; or

phenyl substituted once or twice by halogen;

R 2 is H;

R 3 is H or C 1-6 alkyl;

R 4 is pyridinyl substituted by haloC 1-6 alkyl; or

phenyl substituted with one, two or three substituents independently selected from halogen and cyano; and

Y and Q are independently selected from CH and N, with proviso that Y and Q are not CH simultaneously;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

10. A compound of formula (I) according to claim 9 , wherein

R 1 is fluoropyrazolyl, hydroxymethylpyrazolyl, fluoropyridinyl, fluoropyrimidinyl, fluorophenyl or difluorophenyl;

R 2 is H;

R 3 is H or methyl;

R 4 is difluoromethylpyridinyl, fluorochlorophenyl, fluorocyanophenyl or trifluorophenyl; and

Y and Q are independently selected from CH and N, with proviso that Y and Q are not CH simultaneously;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

11. A compound according to claim 9 , selected from

N-(3-cyano-4-fluoro-phenyl)-3-(2,4-difluorophenyl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

N-(3-chloro-4-fluoro-phenyl)-3-(2,4-difluorophenyl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

N-(3-chloro-4-fluoro-phenyl)-3-(5-fluoro-2-pyridyl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

3-(5-fluoro-2-pyridyl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-(3-chloro-4-fluoro-phenyl)-3-(4-fluorophenyl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

N-(3-chloro-4-fluoro-phenyl)-1-(2,4-difluorophenyl)-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-7-carboxamide;

1-(2,4-difluorophenyl)-N-(3,4,5-trifluorophenyl)-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-7-carboxamide;

N-(3-chloro-4-fluoro-phenyl)-3-(2,4-difluorophenyl)-6,7-dihydro-4H-triazolo[1,5-a]pyrazine-5-carboxamide;

N-(3-chloro-4-fluoro-phenyl)-3-(4-fluoropyrazol-1-yl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

N-[2-(difluoromethyl)-4-pyridyl]-3-(2,4-difluorophenyl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-(5-fluoropyrimidin-2-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide; and

(6S)-3-[4-(hydroxymethyl)pyrazol-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

12. A compound of formula (I) according to claim 1 , wherein

R 1 is azabicyclo[3.1.0]hexanyl;

morpholinyl, said morpholinyl being unsubstituted or substituted twice by C 1-6 alkyl;

oxaazabicyclo[3.2.1]octanyl;

piperidinyl, said piperidinyl being unsubstituted or substituted with one or two substituents independently selected from halogen, hydroxy and C 1-6 alkylcarbonyl;

pyrrolidinyl, said pyrrolidinyl being unsubstituted or substituted with one or two substituents independently selected from halogen, cyano, hydroxy, C 1-6 alkyl, haloC 1-6 alkyl, C 1-6 alkoxy and C 1-6 alkoxyC 1-6 alkyl;

tetrahydrofuranyl; or

C 3-7 cycloalkyl;

R 2 is H;

R 3 is H or C 1-6 alkyl;

R 4 is benzofuranyl;

pyridinyl, said pyridinyl being substituted with one or two substituents independently selected from halogen and haloC 1-6 alkyl;

indanyl;

phenyl, said phenyl being unsubstituted or substituted with one, two or three substituents independently selected from halogen, cyano and C 1-6 alkyl; or

phenylC 1-6 alkyl; and

Y is CH when Q is N; or Y is N when Q is CH;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

13. A compound of formula (I) according to claim 12 , wherein

R 1 is azabicyclo[3.1.0]hexanyl, cyclohexyl, cyclopentyl, morpholinyl, dimethylmorpholinyl, oxaazabicyclo[3.2.1]octanyl, piperidinyl, difluoropiperidinyl, hydroxypiperidinyl, acetylpiperidinyl, pyrrolidinyl, methylpyrrolidinyl, methoxymethylpyrrolidinyl, methoxypyrrolidinyl, trifluoromethylpyrrolidinyl, cyanopyrrolidinyl, methylhydroxypyrrolidinyl, difluoropyrrolidinyl or tetrahydrofuranyl;

R 2 is H;

R 3 is H or methyl;

R 4 is benzofuranyl, indanyl, benzyl, phenyl, fluorochlorophenyl, fluorocyanophenyl, trifluorophenyl, methyldifluorophenyl, chloropyridinyl, fluorochloropyridinyl or trifluoromethylpyridinyl; and

Y is CH when Q is N; or Y is N when Q is CH;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

14. A compound of formula (I) according to claim 1 , wherein

R 1 is dioxopiperazinyl;

dioxopyrimidinyl;

dioxotetrahydropyrrolo[1,2-a]pyrazinyl;

oxoazabicyclo[3.1.0]hexanyl;

oxoazaspiro[2.4]heptanyl, said oxoazaspiro[2.4]heptanyl being unsubstituted or substituted with hydroxy;

oxoazaspiro[4.4]nonanyl;

oxoazaspiro[3.4]octanyl, said oxoazaspiro[3.4]octanyl being unsubstituted or substituted with hydroxy;

oxodiazaspiro[3.4]octanyl, said oxodiazaspiro[3.4]octanyl being substituted by C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, oxazolylcarbonyl or pyrimidinyl;

oxodihydropyrazolo[1,5-a]pyrazinyl;

oxohexahydropyrimidinyl;

oxoimidazolidinyl, said oxoimidazolidinyl being unsubstituted or substituted with one or two substituents independently selected from C 1-6 alkyl, C 1-6 alkylcarbonyl, C 1-6 alkylsulfonyl, phenyl, phenylcarbonyl and pyrimidinyl;

oxoindolinyl;

oxomorpholinyl, said oxomorpholinyl being unsubstituted or substituted with one or two substituents independently selected from C 1-6 alkyl and oxazolyl;

oxooxaazaspiro[2.4]heptanyl;

oxooxaazaspiro[3.4]octanyl;

oxooxaazaspiro[4.4]nonanyl;

oxooxaazaspiro[4.5]decanyl;

oxooxazinanyl, said oxooxazinanyl being unsubstituted or substituted with one or two substituents independently selected from C 1-6 alkyl, C 1-6 alkoxy and morpholinylcarbonyl;

oxooxazolidinyl, said oxooxazolidinyl being unsubstituted or substituted with one or two substituents independently selected from C 1-6 alkyl, phenyl, pyridinyl, halopyridinyl, oxazolyl, C 1-6 alkylimidazolyl and C 1-6 alkyloxadiazolyl;

oxopiperidyl substituted by C 1-6 alkyl or hydroxy;

oxopyrrolidinyl, said oxopyrrolidinyl being unsubstituted or substituted with one, two or three substituents independently selected from (C 1-6 alkyl) 2 aminocarbonyl, (C 1-6 alkyl) 2 morpholinylcarbonyl, C 1-6 alkoxy, C 1-6 alkoxyC 1-6 alkyl, C 1-6 alkyl, C 1-6 alkyl(C 1-6 alkylsulfonyl)amino, C 1-6 alkylaminocarbonyl, C 1-6 alkylcarbonylamino, C 1-6 alkylmorpholinylcarbonyl, C 1-6 alkyloxadiazolyl, C 1-6 alkyloxazolyl, C 1-6 alkylpyrazolyl, C 1-6 alkylsulfonyl, C 1-6 alkylsulfonylamino, C 1-6 alkylsulfonylC 1-6 alkyl, cyano, dioxopyrrolidinyl, haloC 1-6 alkyl, haloC 1-6 alkyloxadiazolyl, halopiperidinylcarbonyl, halopyrimidinylamino, halopyrimidinyloxy, halopyrrolidinylcarbonyl, hydroxy, hydroxyazetidinylcarbonyl, hydroxyC 1-6 alkyl, hydroxyC 1-6 alkyl, hydroxyC 1-6 alkyl(C 1-6 alkyl)aminocarbonyl, hydroxyC 1-6 alkylaminocarbonyl, hydroxypyrrolidinylcarbonyl, morpholinylcarbonyl, oxadiazolyl, oxazolyl, oxazolylaminocarbonyl, oxazolyl(C 1-6 alkyl)aminocarbonyl, oxazolylcarbonyl(C 1-6 alkyl)amino, oxomorpholinyl, oxooxazolidinyl, oxopyrrolidinyl, phenyl, pyrazolylC 1-6 alkyl, pyridinyl, pyrimidinyl, pyrimidinylamino, pyrimidinyl(C 1-6 alkyl)amino, pyrimidinyloxy, pyrimidinyloxyC 1-6 alkyl, pyrrolidinylcarbonyl and thiazolyl;

oxopyrrolo[3,2-c]pyridinyl;

oxopyrrolo[3,4-b]pyridinyl;

oxotetrahydrofuro[3,4-c]pyrrolyl; or

oxotetrahydroimidazo[5,1-c][1,4]oxazinyl;

R 2 and R 3 are independently selected from hydrogen and C 1-6 alkyl with the proviso that R 2 is not C 1-6 alkyl when R 3 is H;

R 4 is pyridinyl substituted with one or two substituents independently selected from halogen and haloC 1-6 alkyl; or

phenyl substituted with one, two or three substituents independently selected from halogen and haloC 1-6 alkyl;

Y is CH; and

Q is N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

15. A compound of formula (I) according to claim 14 , wherein

R 1 is dioxopiperazinyl, dioxopyrimidinyl, dioxotetrahydropyrrolo[1,2-a]pyrazinyl, oxoazabicyclo[3.1.0]hexanyl, oxoazaspiro[2.4]heptanyl, hydroxy oxoazaspiro[2.4]heptanyl, oxoazaspiro[4.4]nonanyl, oxoazaspiro[3.4]octanyl, hydroxyoxoazaspiro[3.4]octanyl, acetyloxodiazaspiro[3.4]octanyl, methoxycarbonyloxodiazaspiro[3.4]octanyl, ethoxycarbonyloxodiazaspiro[3.4]octanyl, oxazolylcarbonyloxodiazaspiro[3.4]octanyl, pyrimidinyloxodiazaspiro[3.4]octanyl, oxodihydropyrazolo[1,5-a]pyrazinyl, oxohexahydropyrimidinyl, oxoimidazolidinyl, acetyloxoimidazolidinyl, benzoyloxoimidazolidinyl, dimethyloxoimidazolidinyl, methyloxoimidazolidinyl, methylsulfonyloxoimidazolidinyl, phenyloxoimidazolidinyl, pyrimidinyloxoimidazolidinyl, oxoindolinyl, oxomorpholinyl, methyloxomorpholinyl, dimethyloxomorpholinyl, oxazolyloxomorpholinyl, oxooxaazaspiro[4.5]decanyl, oxooxaazaspiro[4.4]nonanyl, oxooxaazaspiro[2.4]heptanyl, oxooxaazaspiro[3.4]octanyl, oxooxazinanyl, methyloxooxazinanyl, dimethyloxooxazinanyl, methoxyoxooxazinanyl, morpholinylcarbonyl(methyl)oxooxazinanyl, oxooxazolidinyl, dimethyloxooxazolidinyl, chloropyridinyloxooxazolidinyl, fluoropyridinyloxooxazolidinyl, methyloxooxazolidinyl, methylimidazolyloxooxazolidinyl, methyloxadiazolyloxooxazolidinyl, oxazolyloxooxazolidinyl, phenyloxooxazolidinyl, pyridinyloxooxazolidinyl, hydroxyoxopiperidyl, methyloxopiperidyl, oxopyrrolidinyl, acetylaminooxopyrrolidinyl, cyanooxopyrrolidinyl, difluoropiperidinylcarbonyl(methyl)oxopyrrolidinyl, difluoropyrrolidinylcarbonyloxopyrrolidinyl, difluoropyrrolidinylcarbonyl(methyl)oxopyrrolidinyl, dihydroxyoxopyrrolidinyl, dimethyloxopyrrolidinyl, dimethylaminocarbonyloxopyrrolidinyl, dimethylmorpholinylcarbonyloxopyrrolidinyl, dioxopyrrolidinyloxopyrrolidinyl, ethyloxopyrrolidinyl, fluoropyrimidinylaminooxopyrrolidinyl, fluoropyrimidinyloxyoxopyrrolidinyl, hydroxyoxopyrrolidinyl, hydroxyazetidinylcarbonyloxopyrrolidinyl, hydroxyethyl(methyl)aminocarbonyloxopyrrolidinyl, hydroxy(dimethyl)oxopyrrolidinyl, hydroxydimethylethylaminooxopyrrolidinyl, hydroxymethyloxopyrrolidinyl, hydroxy(methyl)cyanooxopyrrolidinyl, hydroxymethyl(cyano)oxopyrrolidinyl, hydroxymethylethyloxopyrrolidinyl, hydroxypyrrolidinylcarbonyloxopyrrolidinyl, methoxyoxopyrrolidinyl, methoxymethyloxopyrrolidinyl, methyloxopyrrolidinyl, methyl(methylsulfonyl)aminooxopyrrolidinyl, methylaminocarbonyloxopyrrolidinyl, methylcyanooxopyrrolidinyl, methyl(hydroxymethyl)oxopyrrolidinyl, methylmorpholinylcarbonyloxopyrrolidinyl, methyloxadiazolyloxopyrrolidinyl, methyloxadiazolyl(methyl)oxopyrrolidinyl, methyloxazolyloxopyrrolidinyl, methylpyrazolyloxopyrrolidinyl, methylsulfonyloxopyrrolidinyl, methylsulfonylaminooxopyrrolidinyl, methylsulfonylmethyloxopyrrolidinyl, morpholinylcarbonyloxopyrrolidinyl, morpholinylcarbonyl(methyl)oxopyrrolidinyl, oxadiazolyloxopyrrolidinyl, oxadiazolyl(methyl)oxopyrrolidinyl, oxazolyloxopyrrolidinyl, oxazolylaminocarbonyloxopyrrolidinyl, oxazolylcarbonyl(methyl)aminooxopyrrolidinyl, oxazolyl(methyl)aminocarbonyloxopyrrolidinyl, oxomorpholinyloxopyrrolidinyl, oxooxazolidinyloxopyrrolidinyl, oxopyrrolidinyloxopyrrolidinyl, phenyloxopyrrolidinyl, phenyl(hydroxy)oxopyrrolidinyl, pyrazolylmethyloxopyrrolidinyl, pyridinyloxopyrrolidinyl, pyrimidinyloxopyrrolidinyl, pyrimidinylaminooxopyrrolidinyl, pyrimidinyl(methyl)aminooxopyrrolidinyl, pyrimidinyloxyoxopyrrolidinyl, pyrimidinyloxy(hydroxy)oxopyrrolidinyl, pyrimidinyloxy(hydroxy)(methyl)oxopyrrolidinyl, pyrimidinyloxymethyloxopyrrolidinyl, pyrrolidinylcarbonyloxopyrrolidinyl, thiazolyloxopyrrolidinyl, trifluoromethyloxopyrrolidinyl, trifluoromethyloxadiazolyloxopyrrolidinyl, oxotetrahydrofuro[3,4-c]pyrrolyl, oxotetrahydroimidazo[5,1-c][1,4]oxazinyl, oxopyrrolo[3,4-b]pyridinyl or oxopyrrolo[3,2-c]pyridinyl;

R 2 and R 3 are independently selected from hydrogen and methyl with the proviso that R 2 is not methyl when R 3 is H;

R 4 is chloropyridinyl, difluoromethylpyridinyl, fluorochloropyridinyl, fluorodifluoromethylpyridinyl, trifluoromethylpyridinyl, difluorochlorophenyl, difluorodifluoromethylphenyl, fluorochlorophenyl, fluorotrifluoromethylphenyl or trifluorophenyl;

Y is CH; and

Q is N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

16. A compound of formula (I) according to claim 14 , wherein R 1 is

oxoazabicyclo[3.1.0]hexanyl;

oxodiazaspiro[3.4]octanyl substituted by C 1-6 alkoxycarbonyl or pyrimidinyl;

oxoimidazolidinyl;

oxoindolinyl;

oxomorpholinyl, said oxomorpholinyl being unsubstituted or substituted once or twice by C 1-6 alkyl;

oxooxaazaspiro[2.4]heptanyl;

oxooxaazaspiro[4.5]decanyl;

oxooxazinanyl, said oxooxazinanyl being unsubstituted or substituted once or twice by C 1-6 alkyl;

oxooxazolidinyl, said oxooxazolidinyl being unsubstituted or substituted twice by C 1-6 alkyl; or

oxopyrrolidinyl said oxopyrrolidinyl being unsubstituted or substituted with one or two substituents independently selected from (C 1-6 alkyl) 2 aminocarbonyl, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkyloxadiazolyl, cyano, halopyrimidinyloxy, haloC 1-6 alkyl, hydroxy, hydroxyC 1-6 alkyl, morpholinylcarbonyl, oxadiazolyl, pyrimidinylamino, pyrimidinyloxy and pyrrolidinylcarbonyl;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

17. A compound of formula (I) according to claim 14 , wherein R 1 is oxoazabicyclo[3.1.0]hexanyl, methoxycarbonyloxodiazaspiro[3.4]octanyl, ethoxycarbonyloxodiazaspiro[3.4]octanyl, pyrimidinyloxodiazaspiro[3.4]octanyl, oxoimidazolidinyl, oxoindolinyl, oxomorpholinyl, dimethyloxomorpholinyl, oxooxaazaspiro[4.5]decanyl, oxooxaazaspiro[2.4]heptanyl, oxooxazinanyl, methyloxooxazinanyl, dimethyloxooxazinanyl, oxooxazolidinyl, dimethyloxooxazolidinyl, oxopyrrolidinyl, cyanooxopyrrolidinyl, hydroxyoxopyrrolidinyl, methoxyoxopyrrolidinyl, trifluoromethyloxopyrrolidinyl, pyrimidinylaminooxopyrrolidinyl, oxadiazolyloxopyrrolidinyl, methyloxadiazolyloxopyrrolidinyl, hydroxymethylcyanooxopyrrolidinyl, methylcyanooxopyrrolidinyl, methyl(hydroxymethyl)oxopyrrolidinyl, morpholinylcarbonyloxopyrrolidinyl, pyrimidinyloxyoxopyrrolidinyl, pyrimidinyloxy(hydroxy)oxopyrrolidinyl, fluoropyrimidinyloxyoxopyrrolidinyl, dimethylaminocarbonyloxopyrrolidinyl or pyrrolidinylcarbonyloxopyrrolidinyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

18. A compound of formula (I) according to claim 14 , wherein R 4 is pyridinyl substituted by haloC 1-6 alkyl; or phenyl substituted with two or three substituents independently selected from halogen and haloC 1-6 alkyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

19. A compound of formula (I) according to claim 14 , wherein R 4 is difluoromethylpyridinyl, fluorochlorophenyl, difluorodifluoromethylphenyl or trifluorophenyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

20. A compound of formula (I) according to claim 14 , wherein

R 1 is oxoazabicyclo[3.1.0]hexanyl;

oxodiazaspiro[3.4]octanyl substituted with C 1-6 alkoxycarbonyl or pyrimidinyl;

oxoimidazolidinyl;

oxoindolinyl;

oxomorpholinyl, said oxomorpholinyl being unsubstituted or substituted once or twice by C 1-6 alkyl;

oxooxaazaspiro[2.4]heptanyl;

oxooxaazaspiro[4.5]decanyl;

oxooxazinanyl, said oxooxazinanyl being unsubstituted or substituted once or twice by C 1-6 alkyl;

oxooxazolidinyl, said oxooxazolidinyl being unsubstituted or substituted once or twice by C 1-6 alkyl; or

R 2 is H;

R 3 is H or C 1-6 alkyl;

R 4 is pyridinyl substituted by haloC 1-6 alkyl; or

phenyl substituted with two or three substituents independently selected from halogen and haloC 1-6 alkyl;

Y is CH; and

Q is N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

21. A compound of formula (I) according to claim 14 , wherein

R 1 is oxoazabicyclo[3.1.0]hexanyl, methoxycarbonyloxodiazaspiro[3.4]octanyl, ethoxycarbonyloxodiazaspiro[3.4]octanyl, pyrimidinyloxodiazaspiro[3.4]octanyl, oxoimidazolidinyl, oxoindolinyl, oxomorpholinyl, dimethyloxomorpholinyl, oxooxaazaspiro[4.5]decanyl, oxooxaazaspiro[2.4]heptanyl, oxooxazinanyl, methyloxooxazinanyl, dimethyloxooxazinanyl, oxooxazolidinyl, dimethyloxooxazolidinyl, oxopyrrolidinyl, cyanooxopyrrolidinyl, hydroxyoxopyrrolidinyl, methoxyoxopyrrolidinyl, trifluoromethyloxopyrrolidinyl, pyrimidinylaminooxopyrrolidinyl, oxadiazolyloxopyrrolidinyl, methyloxadiazolyloxopyrrolidinyl, hydroxymethylcyanooxopyrrolidinyl, methylcyanooxopyrrolidinyl, methyl(hydroxymethyl)oxopyrrolidinyl, morpholinylcarbonyloxopyrrolidinyl, pyrimidinyloxyoxopyrrolidinyl, pyrimidinyloxy(hydroxy)oxopyrrolidinyl, fluoropyrimidinyloxyoxopyrrolidinyl, dimethylaminocarbonyloxopyrrolidinyl or pyrrolidinylcarbonyloxopyrrolidinyl;

R 2 is H;

R 3 is H or methyl;

R 4 is difluoromethylpyridinyl, fluorochlorophenyl, difluorodifluoromethylphenyl or trifluorophenyl;

Y is CH; and

Q is N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

22. A compound according to claim 20 , selected from

N-(3-chloro-4-fluoro-phenyl)-3-(2-oxopyrrolidin-1-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

6-methyl-3-(2-oxopyrrolidin-1-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

N-(3-chloro-4-fluoro-phenyl)-6-methyl-3-(2-oxopyrrolidin-1-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-[2-(difluoromethyl)-4-pyridyl]-6-methyl-3-(2-oxopyrrolidin-1-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-(3-chloro-4-fluoro-phenyl)-3-(4-cyano-2-oxo-pyrrolidin-1-yl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-(3-chloro-4-fluoro-phenyl)-3-(4-hydroxy-2-oxo-pyrrolidin-1-yl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-(3-oxomorpholin-4-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

N-(3-chloro-4-fluoro-phenyl)-6-methyl-3-(2-oxooxazolidin-3-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-(3-chloro-4-fluoro-phenyl)-3-(4-methoxy-2-oxo-pyrrolidin-1-yl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-[3-(difluoromethyl)-4,5-difluoro-phenyl]-6-methyl-3-(2-oxopyrrolidin-1-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-(4-cyano-2-oxo-pyrrolidin-1-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-[(4R)-4-cyano-2-oxo-pyrrolidin-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-[(4S)-4-cyano-2-oxo-pyrrolidin-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-[2-(difluoromethyl)-4-pyridyl]-6-methyl-3-[2-oxo-4-(trifluoromethyl)pyrrolidin-1-yl]-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-(5,5-dimethyl-2-oxo-oxazolidin-3-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-(2-oxo-3-azabicyclo[3.1.0]hexan-3-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-[2-oxo-4-(pyrimidin-2-ylamino)pyrrolidin-1-yl]-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-[3-(difluoromethyl)-4,5-difluoro-phenyl]-6-methyl-3-(3-oxomorpholin-4-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-[2-(difluoromethyl)-4-pyridyl]-3-(5,5-dimethyl-2-oxo-oxazolidin-3-yl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-[3-(difluoromethyl)-4,5-difluoro-phenyl]-3-(5,5-dimethyl-2-oxo-oxazolidin-3-yl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-(5-methyl-2-oxo-1,3-oxazinan-3-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-[4-(1,3,4-oxadiazol-2-yl)-2-oxo-pyrrolidin-1-yl]-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-[4-(5-methyl-1,3,4-oxadiazol-2-yl)-2-oxo-pyrrolidin-1-yl]-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-[4-(3-methyl-1,2,4-oxadiazol-5-yl)-2-oxo-pyrrolidin-1-yl]-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-[4-(5-methyl-1,2,4-oxadiazol-3-yl)-2-oxo-pyrrolidin-1-yl]-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-(2-oxo-1,3-oxazinan-3-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-(5,5-dimethyl-2-oxo-1,3-oxazinan-3-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-(3-chloro-4-fluoro-phenyl)-6-methyl-3-(3-oxo-8-oxa-2-azaspiro[4.5]decan-2-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-(5-oxo-4-oxa-6-azaspiro[2.4]heptan-6-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

methyl 6-[(6S)-6-methyl-5-[(3,4,5-trifluorophenyl)carbamoyl]-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-3-yl]-7-oxo-2,6-diazaspiro[3.4]octane-2-carboxylate;

ethyl 6-[(6S)-6-methyl-5-[(3,4,5-trifluorophenyl)carbamoyl]-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-3-yl]-7-oxo-2,6-diazaspiro[3.4]octane-2-carboxylate;

(6S)-6-methyl-3-(7-oxo-2-pyrimidin-2-yl-2,6-diazaspiro[3.4]octan-6-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-(2-oxoindolin-1-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-(3-chloro-4-fluoro-phenyl)-6-methyl-3-(2-oxopyrrolidin-1-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-(2-oxopyrrolidin-1-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-[4-cyano-4-(hydroxymethyl)-2-oxo-pyrrolidin-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-(4-cyano-4-methyl-2-oxo-pyrrolidin-1-yl)-N-[3-(difluoromethyl)-4,5-difluoro-phenyl]-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-[4-(hydroxymethyl)-4-methyl-2-oxo-pyrrolidin-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-(3-chloro-4-fluoro-phenyl)-6-methyl-3-(3-oxomorpholin-4-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-(3-chloro-4-fluoro-phenyl)-3-(2,2-dimethyl-5-oxo-morpholin-4-yl)-6-methyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-N-[3-(difluoromethyl)-4,5-difluoro-phenyl]-6-methyl-3-(2-oxoimidazolidin-1-yl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-[(4S)-4-methoxy-2-oxo-pyrrolidin-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-[(4R)-4-methoxy-2-oxo-pyrrolidin-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-[(4S)-2-oxo-4-pyrimidin-2-yloxy-pyrrolidin-1-yl]-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-[(4S)-4-(5-fluoropyrimidin-2-yl)oxy-2-oxo -pyrrolidin-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-[4-(dimethylcarbamoyl)-2-oxo-pyrrolidin-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-[2-oxo-4-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-6-methyl-3-[(4R)-2-oxo-4-pyrimidin-2-yloxy-pyrrolidin-1-yl]-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-(3-cyano-2-methyl-5-oxo-pyrrolidin-1-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

(6S)-3-(5-hydroxy-2-oxo-1,3-oxazinan-3-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide; and

(6S)-3-[(3S,4R)-3-hydroxy-2-oxo-4-pyrimidin-2-yloxy-pyrrolidin-1-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

23. A compound of formula (I) according to claim 1 , wherein

R 1 is oxopyrrolidinyl, said oxopyrrolidinyl being unsubstituted or substituted with one or two substituents independently selected from (C 1-6 alkyl) 2 aminocarbonyl, (C 1-6 alkyl) 2 morpholinylcarbonyl, C 1-6 alkoxy, C 1-6 alkoxyC 1-6 alkyl, C 1-6 alkyl, C 1-6 alkyl(C 1-6 alkylsulfonyl)amino, C 1-6 alkylaminocarbonyl, C 1-6 alkylcarbonylamino, C 1-6 alkylmorpholinylcarbonyl, C 1-6 alkyloxadiazolyl, C 1-6 alkyloxazolyl, C 1-6 alkylpyrazolyl, C 1-6 alkylsulfonyl, C 1-6 alkylsulfonylamino, C 1-6 alkylsulfonylC 1-6 alkyl, cyano, dioxopyrrolidinyl, haloC 1-6 alkyl, haloC 1-6 alkyloxadiazolyl, halopiperidinylcarbonyl, halopyrimidinylamino, halopyrimidinyloxy, halopyrrolidinylcarbonyl, hydroxy, hydroxyazetidinylcarbonyl, hydroxyC 1-6 alkyl, hydroxyC 1-6 alkyl(C 1-6 alkyl)aminocarbonyl, hydroxyC 1-6 alkylaminocarbonyl, hydroxypyrrolidinylcarbonyl, morpholinylcarbonyl, oxadiazolyl, oxazolyl, oxazolylaminocarbonyl, oxazolyl(C 1-6 alkyl)aminocarbonyl, oxazolylcarbonyl(C 1-6 alkyl)amino, oxomorpholinyl, oxooxazolidinyl, oxopyrrolidinyl, phenyl, pyrazolylC 1-6 alkyl, pyridinyl, pyrimidinyl, pyrimidinylamino, pyrimidinyl(C 1-6 alkyl)amino, pyrimidinyloxy, pyrimidinyloxyC 1-6 alkyl, pyrrolidinylcarbonyl and thiazolyl;

R 2 and R 3 are independently selected from hydrogen and C 1-6 alkyl with the proviso that R 2 is not C 1-6 alkyl when R 3 is H;

R 4 is pyridinyl substituted with one or two substituents independently selected from halogen and haloC 1-6 alkyl; or

phenyl substituted with one, two or three substituents independently selected from halogen and haloC 1-6 alkyl;

Y is CH; and

Q is N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

24. A compound of formula (I) according to claim 23 , wherein

R 1 is oxopyrrolidinyl, acetylaminooxopyrrolidinyl, cyanooxopyrrolidinyl, difluoropiperidinylcarbonyl(methyl)oxopyrrolidinyl, difluoropyrrolidinylcarbonyloxopyrrolidinyl, difluoropyrrolidinylcarbonyl(methyl)oxopyrrolidinyl, dihydroxyoxopyrrolidinyl, dimethyloxopyrrolidinyl, dimethylaminocarbonyloxopyrrolidinyl, dimethylmorpholinylcarbonyloxopyrrolidinyl, dioxopyrrolidinyloxopyrrolidinyl, ethyloxopyrrolidinyl, fluoropyrimidinylaminooxopyrrolidinyl, fluoropyrimidinyloxyoxopyrrolidinyl, hydroxyoxopyrrolidinyl, hydroxyazetidinylcarbonyloxopyrrolidinyl, hydroxyethyl(methyl)aminocarbonyloxopyrrolidinyl, hydroxydimethylethylaminooxopyrrolidinyl, hydroxymethyloxopyrrolidinyl, hydroxymethyl(cyano)oxopyrrolidinyl, (1-hydroxy-1-methyl-ethyl)oxopyrrolidinyl, hydroxypyrrolidinylcarbonyloxopyrrolidinyl, methoxyoxopyrrolidinyl, methoxymethyloxopyrrolidinyl, methyloxopyrrolidinyl, methyl(methylsulfonyl)aminooxopyrrolidinyl, methylaminocarbonyloxopyrrolidinyl, methylcyanooxopyrrolidinyl, methyl(hydroxymethyl)oxopyrrolidinyl, methylmorpholinylcarbonyloxopyrrolidinyl, methyloxadiazolyloxopyrrolidinyl, methyloxadiazolyl(methyl)oxopyrrolidinyl, methyloxazolyloxopyrrolidinyl, methylpyrazolyloxopyrrolidinyl, methylsulfonyloxopyrrolidinyl, methylsulfonylaminooxopyrrolidinyl, methylsulfonylmethyloxopyrrolidinyl, morpholinylcarbonyloxopyrrolidinyl, morpholinylcarbonyl(methyl)oxopyrrolidinyl, oxadiazolyloxopyrrolidinyl, oxadiazolyl(methyl)oxopyrrolidinyl, oxazolyloxopyrrolidinyl, oxazolylaminocarbonyloxopyrrolidinyl, oxazolylcarbonyl(methyl)aminooxopyrrolidinyl, oxazolyl(methyl)aminocarbonyloxopyrrolidinyl, oxomorpholinyloxopyrrolidinyl, oxooxazolidinyloxopyrrolidinyl, oxopyrrolidinyloxopyrrolidinyl, phenyloxopyrrolidinyl, phenyl(hydroxy)oxopyrrolidinyl, pyrazolylmethyloxopyrrolidinyl, pyridinyloxopyrrolidinyl, pyrimidinyloxopyrrolidinyl, pyrimidinylaminooxopyrrolidinyl, pyrimidinyl(methyl)aminooxopyrrolidinyl, pyrimidinyloxyoxopyrrolidinyl, pyrimidinyloxy(hydroxy)oxopyrrolidinyl, pyrimidinyloxy(hydroxy)(methyl)oxopyrrolidinyl, pyrimidinyloxymethyloxopyrrolidinyl, pyrrolidinylcarbonyloxopyrrolidinyl, thiazolyloxopyrrolidinyl, trifluoromethyloxopyrrolidinyl or trifluoromethyloxadiazolyloxopyrrolidinyl;

R 2 and R 3 are independently selected from hydrogen and methyl with the proviso that R 2 is not methyl when R 3 is H;

R 4 is chloropyridinyl, difluoromethylpyridinyl, fluorochloropyridinyl, trifluoromethylpyridinyl, difluorochlorophenyl, difluorodifluoromethylphenyl, fluorochlorophenyl, fluorotrifluoromethylphenyl or trifluorophenyl;

Y is CH; and

Q is N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

25. A compound of formula (I) according to claim 23 , wherein R 1 is oxopyrrolidinyl, said oxopyrrolidinyl being unsubstituted or substituted with one or two substituents independently selected from (C 1-6 alkyl) 2 aminocarbonyl, C 1-6 alkoxy, C 1-6 alkyl, C 1-6 alkyloxadiazolyl, cyano, haloC 1-6 alkyl, halopyrimidinyloxy, hydroxy, hydroxyC 1-6 alkyl, morpholinylcarbonyl, oxadiazolyl, pyrimidinylamino, pyrimidinyloxy and pyrrolidinylcarbonyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

26. A compound of formula (I) according to claim 25 , wherein R 1 is oxopyrrolidinyl, cyanooxopyrrolidinyl, hydroxyoxopyrrolidinyl, methoxyoxopyrrolidinyl, trifluoromethyloxopyrrolidinyl, pyrimidinylaminooxopyrrolidinyl, oxadiazolyloxopyrrolidinyl, methyloxadiazolyloxopyrrolidinyl, hydroxymethylcyanooxopyrrolidinyl, methylcyanooxopyrrolidinyl, methyl(hydroxymethyl)oxopyrrolidinyl, pyrimidinyloxyoxopyrrolidinyl, pyrimidinyloxy(hydroxy)oxopyrrolidinyl, fluoropyrimidinyloxyoxopyrrolidinyl, morpholinylcarbonyloxopyrrolidinyl, dimethylaminocarbonyloxopyrrolidinyl or pyrrolidinylcarbonyloxopyrrolidinyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

27. A compound of formula (I) according to claim 23 , wherein R 2 is H; and R 3 is H or C 1-6 alkyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

28. A compound of formula (I) according to claim 27 , wherein R 2 is H; and R 3 is H or methyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

29. A compound of formula (I) according to claim 23 , wherein R 4 is pyridinyl substituted by haloC 1-6 alkyl; or phenyl substituted with one, two or three substituents independently selected from halogen and haloC 1-6 alkyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

30. A compound of formula (I) according to claim 29 , wherein R 4 is difluoromethylpyridinyl, fluorochlorophenyl, difluorodifluoromethylphenyl or trifluorophenyl; or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

31. A compound of formula (I) according to claim 23 , wherein

R 1 is oxopyrrolidinyl, said oxopyrrolidinyl being unsubstituted or substituted with one or two substituents independently selected from (C 1-6 alkyl) 2 aminocarbonyl, C 1-6 alkoxy, C 1-6 alkyl, C 1-6 alkyloxadiazolyl, cyano, haloC 1-6 alkyl, halopyrimidinyloxy, hydroxy, hydroxyC 1-6 alkyl, morpholinylcarbonyl, oxadiazolyl, pyrimidinylamino, pyrimidinyloxy and pyrrolidinylcarbonyl;

R 2 is H;

R 3 is H or C 1-6 alkyl;

R 4 is pyridinyl substituted by haloC 1-6 alkyl; or

phenyl substituted with one, two or three substituents independently selected from halogen and haloC 1-6 alkyl;

Y is CH; and

Q is N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

32. A compound of formula (I) according to claim 31 , wherein

R 1 is oxopyrrolidinyl, cyanooxopyrrolidinyl, hydroxyoxopyrrolidinyl, methoxyoxopyrrolidinyl, trifluoromethyloxopyrrolidinyl, pyrimidinylaminooxopyrrolidinyl, oxadiazolyloxopyrrolidinyl, methyloxadiazolyloxopyrrolidinyl, hydroxymethylcyanooxopyrrolidinyl, methylcyanooxopyrrolidinyl, methyl(hydroxymethyl)oxopyrrolidinyl, pyrimidinyloxyoxopyrrolidinyl, pyrimidinyloxy(hydroxy)oxopyrrolidinyl, fluoropyrimidinyloxyoxopyrrolidinyl, morpholinylcarbonyloxopyrrolidinyl, dimethylaminocarbonyloxopyrrolidinyl or pyrrolidinylcarbonyloxopyrrolidinyl;

R 2 is H;

R 3 is H or C 1-6 alkyl;

R 4 is difluoromethylpyridinyl, fluorochlorophenyl, difluorodifluoromethylphenyl or trifluorophenyl;

Y is CH; and

Q is N;

or a pharmaceutically acceptable salt, enantiomer or diastereomer thereof.

33. A compound according to claim 23 , selected from