IP Library › Granted Patent US 10,428,104

Granted Patent B2

US 10,428,104 · App. 15/045,679 · Granted Oct 1, 2019

Substituted nucleoside derivatives useful as anticancer agents

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Patent No.: US 10,428,104
App. No.: 15/045,679
Granted: Oct 1, 2019
Kind: B2

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Abstract

Compounds such as: processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds to treat neoplasms have been disclosed.

Claims (154)

1. A compound selected from:

(2R,3S,4R,5R)-2-((R)-(3,4-difluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(4-fluoro-3-methylphenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(3-chloro-4-fluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(4-fluoro-3-methoxyphenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

5-((R)-((2R,3S,4R,5R)-3,4-dihydroxy-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-2-yl)(hydroxy)methyl)-2-fluorobenzonitrile,

(2R,3S,4R,5R)-2-((R)-(2-(dimethylamino)pyridin-4-yl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(1-methyl-1H-indazol-6-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(3-(trifluoromethyl)phenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(3S,4R,5R)-2-((3-fluoro-5-(trifluoromethyl)phenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(4-fluoro-3-(trifluoromethyl)phenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(3-(methylsulfonyl)phenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(4-(methylsulfonyl)phenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(3-(difluoromethyl)benzofuran-5-yl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(1-(difluoromethyl)-1H-benzo[d]imidazol-6-yl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(1-(difluoromethyl)-1H-benzo[d]imidazol-5-yl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-((R)-1-hydroxy-2-(phenylsulfonyl)ethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(1-methyl-1H-indol-6-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(phenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-hydroxy(phenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-1-hydroxy-2-phenylethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2((S)-1-hydroxy-2-phenylethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-1-hydroxy-3-phenylpropyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-1-hydroxy-3-phenylpropyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(3-chlorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-(3-chlorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-(3-fluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(3,5-difluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-(3,5-difluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(4-fluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-(4-fluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-1-hydroxypropyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-1-hydroxypropyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-cyclopentyl(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-cyclopentyl(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-1-hydroxyethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-1-hydroxyethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-cyclopropyl(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-cyclopropyl(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-1-hydroxy-2-methylpropyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-1-hydroxy-2-methylpropyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(1-methyl-1H-pyrazol-4-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-hydroxy(1-methyl-1H-pyrazol-4-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-cyclobutyl(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-cyclobutyl(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-((S)-furan-2-yl(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-((R)-furan-2-yl(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((S)-2,2,2-trifluoro-1-hydroxyethyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-2,2,2-trifluoro-1-hydroxyethyl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((1H-pyrazol-1-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(3S,4R,5R)-2-(difluoro(4-fluorophenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-amino-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(3,4-difluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-amino-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(4-fluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-1-hydroxypropyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-1-hydroxybutyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(4-fluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((S)-(4-fluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-phenyltetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(4-amino-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-phenyltetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-phenyltetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(oxazol-5-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-((R)-1-hydroxyethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-(hydroxymethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(1H-pyrazol-5-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-((S)-hydroxy(phenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-((R)-hydroxy(phenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-((S)-(4-fluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-((R)-(4-fluorophenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-(1-methyl-1H-pyrazol-3-yl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-(3-(ethoxymethyl)-1H-pyrazol-5-yl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-(1,2-dihydroxyethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

((3aS,4S,6R,6aR)-2,2-dimethyl-6-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuro[3,4-d][1,3]dioxo1-4-yl)(2-(methylsulfonyl)phenyl)methanone,

(2R,3S,4R,5R)-2-((R)-hydroxy(1H-indol-7-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-amino-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(5-fluoropyridin-2-yl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(3,4-difluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(4-fluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(4-chlorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(4-chloro-3-fluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(S)-1-((3aR,4S,6R,6aR)-2,2-dimethyl-6-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethan-1-ol,

2-((3aR,4R,6R,6aR)-2,2-dimethyl-6-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propan-2-ol,

(3,4-difluorophenyl)((2S,3S,4R,5R)-3,4-dihydroxy-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-2-yl)methanone,

(2S,3S,4R,5R)-2-((R)-(3,4-difluorophenyl)fluoromethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2S,3S,4R,5R)-2-((S)-(3,4-difluorophenyl)fluoromethyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-amino(3,4-difluorophenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((S)-amino(3,4-difluorophenyl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-(difluoromethyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(4-fluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-(difluoromethyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(3,4-difluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(5-fluoro-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(4-fluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(2,4-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(4-fluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-(4-fluorobenzyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-amino-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(4-fluorobenzyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-1-(3,4-difluorophenyl)-1-hydroxyethyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((S)-1-(3,4-difluorophenyl)-1-hydroxyethyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-1-(4-chloro-3-fluorophenyl)-1-hydroxyethyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5S)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((S)-1-(4-chloro-3-fluorophenyl)-1-hydroxyethyl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(3,4-difluorophenyl)(hydroxy)methyl)-5-(4-(fluoromethyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(3,4-difluorophenyl)(hydroxy)methyl)-5-(4-(hydroxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(3,4-difluorophenyl)(methylamino)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(6-methylpyridin-3-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(2-methylpyridin-4-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-hydroxy(1,2,3,4-tetrahydroisoquinolin-8-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

6-((R)-((2R,3S,4R,5R)-3,4-dihydroxy-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-2-yl)(hydroxy)methyl)pyridin-2(1H)-one,

(2R,3S,4R,5R)-2-((R)-(4-fluoro-3-(hydroxymethyl)phenyl)(hydroxy)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(4-chloro-3-fluorophenyl)(hydroxy)methyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-amino(4-chloro-3-fluorophenyl)methyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-(3,4-difluorophenyl)(hydroxy)methyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3S,4R,5R)-2-((R)-amino(3,4-difluorophenyl)methyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(4-amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(3,4-difluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(3,4-difluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(2-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(3,4-difluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol,

(2R,3R,4S,5R)-2-(2-amino-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(3,4-difluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol, and

(2R,3R,4S,5R)-2-(2-amino-5-fluoro-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-(4-chloro-3-fluorophenyl)(hydroxy)methyl)tetrahydrofuran-3,4-diol acetate,

or a pharmaceutically acceptable salt thereof.

2. A compound selected from: