Back to results
US 8,012,974 B2Granted
Pyrrolopyrazinyl urea kinase inhibitors
AssigneeRoche Palo Alto LLC
InventorsJoe Timothy Bamberg, Johannes Cornelius Hermann, Remy Lemoine, Michael Soth
Life of this patent
Estimating the term…
Abstract
The present invention relates to the use of novel pyrrolopyrazinyl urea derivatives of Formula I, wherein the variables R1, R2, R3, R4, and R5 are defined as described herein, which inhibit JAK and are useful for the treatment of auto-immune and inflammatory diseases.
Claims31
A compound of Formula I
- wherein:
- R1 is lower alkyl, cycloalkyl, cycloalkyl lower alkyl, phenyl, phenyl lower alkyl, heterocycloalkyl, heterocycloalkyl lower alkyl, heteroaryl, heteroaryl lower alkyl, or spirocycloalkyl, each optionally substituted with one or more R1′;
- R1′ is halogen, lower alkyl, hydroxy, lower hydroxyalkyl, lower alkoxy, lower haloalkyl, amino, —C(═O)N(R1a)2, —C(═O)O(R1a), —C(═O)(R1a), —S(═O)2(R1a), oxo, cyano, sulfonamido, cycloalkyl, or spirocycloalkyl;
- each R1a is H or R1b;
- R1b is lower alkyl, lower haloalkyl, lower alkoxy, hydroxy lower alkyl, cyano lower alkyl, cycloalkyl, cycloalkyl lower alkyl, spirocycloalkyl, spirocycloalkyl lower alkyl, heterocycloalkyl, heterocycloalkyl lower alkyl, spiroheterocycloalkyl, or spiroheterocycloalkyl lower alkyl, each optionally substituted with one or more R1b′;
- R1b′ is halogen, hydroxy, lower alkyl, lower alkoxy, lower haloalkyl, or hydroxy lower alkyl;
- R2 is H or lower alkyl;
- and
- R3, R4, and R5 are independently selected from the group consisting of H, lower alkyl, halogen, hydroxy, lower hydroxyalkyl, lower alkoxy, and lower haloalkyl;
- or a pharmaceutically acceptable salt thereof.
7 more elements
A compound of the following formula:
- wherein:
- R1 is cycloalkyl, cycloalkyl lower alkyl, phenyl lower alkyl, heterocycloalkyl, heterocycloalkyl lower alkyl, heteroaryl, or heteroaryl lower alkyl, optionally substituted with one or more R1′;
- R1′ is halogen, lower alkyl, hydroxy, lower hydroxyalkyl, lower alkoxy, lower haloalkyl, amino, amido, oxo, cyano, sulfonamido, or cycloalkyl;
- and
- R2 is H or lower alkyl;
- each of R3, R4, and R5 are independently selected from the group consisting of H, lower alkyl, halogen, hydroxy, lower hydroxyalkyl, lower alkoxy, and lower haloalkyl;
- or a pharmaceutically acceptable salt thereof.
4 more elements
A compound selected from the group consisting of:
- 1-Cyclohexyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Phenyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Cyclopentyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Cycloheptyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Benzyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Cyclohexylmethyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((1S,2R)-2-Methyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(2-Chloro-phenyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((R)-1-Phenyl-ethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Phenethyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((S)-1-Phenyl-ethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-o-tolyl-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-(2-trifluoromethyl-phenyl)-urea;
- 1-Ethyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-tert-Butyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Isopropyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- [3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-acetic acid ethyl ester;
- N-Methyl-2-[3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-acetamide;
- (S)-3-Methyl-2-[3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-butyric acid methyl ester;
- (S)-3,N-Dimethyl-2-[3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-butyramide;
- 1-((3S,4S)-3-Methyl-tetrahydro-pyran-4-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-((1S,2R)-2,5,5-trimethyl-cyclohexyl)-urea;
- 1-(1-Acetyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(3,3-Dimethyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(3-Methyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((1R,2S)-2-Methyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-spiro[2.5]oct-5-yl-urea;
- 3-Cyclohexyl-1-methyl-1-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(2-Cyano-acetyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(2,2-Dimethyl-cyclopentyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-[1-(2,2,2-trifluoro-ethyl)-piperidin-3-yl]-urea;
- 1-(1-Methanesulfonyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 3-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-piperidine-1-carboxylic acid methyl ester;
- 1-((S)-1-Acetyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((1R,3R)-3-Amino-cyclopentyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-[1-(3,3,3-trifluoro-propionyl)-piperidin-3-yl]-urea;
- 1-((R)-1-Acetyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 3-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-piperidine-1-carboxylic acid ethyl Ester;
- 1-(1-Propionyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Isobutyryl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(3-Methyl-butyryl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Cyclohexyl-3-(6-methyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Cyclohexyl-3-(7-methyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Ethanesulfonyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(Propane-2-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((S)-1-Acetyl-pyrrolidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((S)-1-Methanesulfonyl-pyrrolidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- (S)-3-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-pyrrolidine-1-carboxylic acid methyl ester;
- 1-((3S,5S)-1-Acetyl-5-methyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Cyclopropanesulfonyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(Propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((5R,6S)-6-Methyl-spiro[2.5]oct-5-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((5S,6R)-6-Methyl-spiro[2.5]oct-5-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Pyridin-2-ylmethyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-Pyridin-3-ylmethyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(2-Pyridin-2-yl-ethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(2-Pyridin-3-yl-ethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(2-Isopropyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((1S,2R)-2-Methyl-cycloheptyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((1R,2R)-2-Methyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((1S,25)-2-Methyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- (R)-3-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-pyrrolidine-1-carboxylic acid methyl ester;
- 1-((R)-1-Methanesulfonyl-pyrrolidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((R)-1-Acetyl-pyrrolidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Cyclopropanecarbonyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-(1-trifluoromethanesulfonyl-piperidin-3-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-[1-(2,2,2-trifluoro-ethanesulfonyl)-piperidin-3-yl]-urea;
- 1-(2-Ethyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Acetyl-3-methyl-piperidin-4-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Methanesulfonyl-3-methyl-piperidin-4-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 3-Methyl-4-[3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-piperidine-1-carboxylic acid methyl ester;
- 1-(1-Methanesulfonyl-pyrrolidin-2-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(2-Cyclopropyl-acetyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Methanesulfonyl-azepan-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 3-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-azepane-1-carboxylic acid methyl ester;
- 1-(1-Acetyl-azepan-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(2-Methyl-propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Methanesulfonyl-piperidin-4-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Acetyl-piperidin-4-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(Butane-2-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((R)-1-Methanesulfonyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(R)-1-(Propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 4-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-piperidine-1-carboxylic acid methyl ester;
- 1-(1R,2R,4S)-Bicyclo [2.2.1]hept-2-yl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1R,2S,4S)-Bicyclo [2.2.1]hept-2-yl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Methyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Cyclopropylmethanesulfonyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((1S,3S)-3-Hydroxymethyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(R)-1-(2-Methyl-propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((S)-1-Methanesulfonyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(S)-1-(Propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(S)-1-(2-Methyl-propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(7-Chloro-5H-pyrrolo[2,3-b]pyrazin-2-yl)-3-cyclohexyl-urea;
- 1-[(S)-1-(Propane-1-sulfonyl)-pyrrolidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(S)-1-(2-Methyl-propane-1-sulfonyl)-pyrrolidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(Propane-1-sulfonyl)-azepan-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(2-Methyl-propane-1-sulfonyl)-azepan-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(3S,5S)-5-Methyl-1-(propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(3S,5S)-5-Methyl-1-(2-methyl-propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((R)-1-Ethanesulfonyl-pyrrolidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(R)-1-(Propane-2-sulfonyl)-pyrrolidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(R)-1-(Propane-1-sulfonyl)-pyrrolidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(R)-1-(2-Methyl-propane-1-sulfonyl)-pyrrolidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-((R)-1-trifluoromethanesulfonyl-pyrrolidin-3-yl)-urea;
- 1-(1-Methanesulfonyl-piperidin-2-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[2-(1-Methanesulfonyl-pyrrolidin-2-yl)-ethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 2-{2-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-ethyl}-pyrrolidine-1-carboxylic acid methyl ester;
- 4-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-azepane-1-carboxylic acid methyl ester;
- 1-(1-Methanesulfonyl-azepan-4-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[2-(1-Methanesulfonyl-piperidin-3-yl)-ethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 3-{2-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-ethyl}-piperidine-1-carboxylic acid methyl ester;
- 1-(1-Acetyl-azepan-4-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(3-Methyl-butane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-[1-(3,3,3-trifluoro-propane-1-sulfonyl)-piperidin-3-yl]-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-[(R)-1-(3,3,3-trifluoro-propane-1-sulfonyl)-pyrrolidin-3-yl]-urea;
- 1-((3R,5R)-1-Acetyl-5-methyl-piperidin-3-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(S)-1-(2,2-Dimethyl-propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(S)-1-(2-Methoxy-ethanesulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Methanesulfonyl-5-methyl-azepan-4-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 4-Methyl-5-[3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-azepane-1-carboxylic acid methyl ester;
- 1-(1-Acetyl-piperidin-2-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 2-{[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-methyl}-piperidine-1-carboxylic acid methyl ester;
- 1-[2-(1-Acetyl-piperidin-2-yl)-ethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 2-{2-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-ethyl}-piperidine-1-carboxylic acid methyl ester;
- 1-(1-Acetyl-piperidin-4-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Methanesulfonyl-piperidin-4-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-((1S,3S)-3-Methoxymethyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Acetyl-5-methyl-azepan-4-yl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[2-(1-Methanesulfonyl-piperidin-2-yl)-ethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[2-(1-Acetyl-piperidin-3-yl)-ethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 4-{[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-methyl}-piperidine-1-carboxylic acid methyl ester;
- 2-{[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-methyl}-pyrrolidine-1-carboxylic acid methyl ester;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-[(S)-1-(1-trifluoromethyl-cyclopropylmethanesulfonyl)-piperidin-3-yl]-urea;
- 1-Cyclohexyl-3-(7-isopropyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[(S)-1-(3-Methyl-oxetan-3-ylmethanesulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Acetyl-piperidin-3-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Methanesulfonyl-piperidin-3-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[2-(1-Acetyl-piperidin-4-yl)-ethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[2-(1-Acetyl-pyrrolidin-2-yl)-ethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(Propane-1-sulfonyl)-pyrrolidin-2-ylmethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[2-(1-Methanesulfonyl-piperidin-4-yl)-ethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 4-{2-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-ethyl}-piperidine-1-carboxylic acid methyl ester;
- 1-(1-Ethanesulfonyl-pyrrolidin-2-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(Propane-2-sulfonyl)-pyrrolidin-2-ylmethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 3-{[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-methyl}-piperidine-1-carboxylic acid methyl ester;
- 1-(1-Methanesulfonyl-pyrrolidin-3-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(1-Acetyl-pyrrolidin-2-ylmethyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-[1-(2-Methyl-propane-1-sulfonyl)-pyrrolidin-2-ylmethyl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-[1-(2,2,2-trifluoro-ethyl)-piperidin-2-ylmethyl]-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-[1-(2,2,2-trifluoro-ethyl)-piperidin-4-ylmethyl]-urea;
- (1S,3S)-3-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-cyclohexanecarboxylic acid dimethylamide;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-[1-(2,2,2-trifluoro-ethyl)-piperidin-3-ylmethyl]-urea;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-{2-[1-(2,2,2-trifluoro-ethyl)-piperidin-3-yl]-ethyl}-urea;
- 3-{[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-methyl}-pyrrolidine-1-carboxylic acid methyl ester;
- 1-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-3-{2-[1-(2,2,2-trifluoro-ethyl)-pyrrolidin-2-yl]-ethyl}-urea;
- (1S,3S)-3-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-cyclopentanecarboxylic acid methylamide;
- and
- (1S,3S)-3-[3-(5H-Pyrrolo[2,3-b]pyrazin-2-yl)-ureido]-cyclopentanecarboxylic acid ethylamide.
155 more elements
Dependencies are inferred from the claim text.