# US 8,772,286 B2 · MK2 inhibitors

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- Number: US 8,772,286 B2
- Document ID: US8772286B2
- Status: Granted
- Kind: B2
- Application number: 13/514,865
- Filed: 2010-12-13
- Published: 2012-09-27
- Granted: 2014-07-08
- Earliest claimed: 2009-12-14
- Assignees: Merck Sharp & Dohme Corp.
- Applicants: Tjeerd Andries Barf; Arthur Oubrie; Carsten Schultz-Fademrecht; Eduard Willem Zwart; Niels Hoogenboom; Sander Martijn De Wilde; Allard Kaptein
- Inventors: Tjeerd Andries Barf; Arthur Oubrie; Carsten Schultz-Fademrecht; Eduard Willem Zwart; Niels Hoogenboom; Sander Martijn De Wilde; Allard Kaptein
- Web page: https://patentgrep.com/patent/US8772286B2

## CPC

- C07D 471/20: Spiro-condensed systems
- A61P 1/00: Drugs for disorders of the alimentary tract or the digestive system
- A61P 1/02: Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
- A61P 1/12: Antidiarrhoeals
- A61P 1/16: for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
- A61P 1/18: for pancreatic disorders, e.g. pancreatic enzymes
- A61P 3/10: for hyperglycaemia, e.g. antidiabetics
- A61P 5/18: of the parathyroid hormones
- A61P 7/00: Drugs for disorders of the blood or the extracellular fluid
- A61P 7/06: Antianaemics
- A61P 9/00: Drugs for disorders of the cardiovascular system
- A61P 11/00: Drugs for disorders of the respiratory system
- A61P 11/02: Nasal agents, e.g. decongestants
- A61P 11/06: Antiasthmatics
- A61P 13/12: of the kidneys
- A61P 15/00: Drugs for genital or sexual disorders (for disorders of sex hormones A61P5/24); Contraceptives
- A61P 17/00: Drugs for dermatological disorders
- A61P 17/06: Antipsoriatics
- A61P 17/16: Emollients or protectives, e.g. against radiation
- A61P 19/00: Drugs for skeletal disorders
- A61P 19/02: for joint disorders, e.g. arthritis, arthrosis
- A61P 19/08: for bone diseases, e.g. rachitism, Paget's disease
- A61P 21/04: for myasthenia gravis
- A61P 25/00: Drugs for disorders of the nervous system
- A61P 25/28: for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- A61P 27/02: Ophthalmic agents
- A61P 27/16: Otologicals
- A61P 29/00: Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A61P 31/00: Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P 35/00: Antineoplastic agents
- A61P 35/02: specific for leukemia
- A61P 35/04: specific for metastasis
- A61P 37/00: Drugs for immunological or allergic disorders
- A61P 37/02: Immunomodulators
- A61P 37/06: Immunosuppressants, e.g. drugs for graft rejection
- C07D 498/20: Spiro-condensed systems
- A61K 31/444: containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
- A61K 31/4709: Non-condensed quinolines and containing further heterocyclic rings
- A61K 31/506: not condensed and containing further heterocyclic rings
- Y02A 50/30: Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- Y02A: TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE

## Abstract

The present invention relates to compounds of general Formula (I) or a pharmaceutically acceptable salt thereof. The compounds can be used in the treatment of immune, autoimmune, inflammatory diseases, cardiovascular diseases, infectious diseases, bone resorption disorders, neurodegenerative diseases or proliferative diseases.

## Claims

### Claim 1

A compound of Formula I,
or a pharmaceutically acceptable salt thereof, wherein
A is CH or N;
Y is a bond, or —C(O)NH—;
X is a bond, —CH2—, —CH2CH2—;
V is —CH2—, O, C(O), —CHF—, or —CF2—, with the proviso that if V is O, X is —CH2CH2— and that if V is C(O), X is —CH2;
W is a bond or —CH2—;
R1 is hydrogen or F;
R2 is a (1-12C)heteroaryl or (6-10C)aryl both optionally substituted with one or more groups independently selected from R4;
R3 is a hydrogen; (3-6C)cycloalkyl; (1-6C)alkyl, —(CH2)mOR5; —(CH2)mNR5R6; or —C(O)CH2NR5R6;
R4 is taken from halogen; OH; SH; nitrile, nitro, NH2; (3-6C)cycloalkyl, (3-6C)cycloalkoxy, (1-6C)alkoxy or (1-6C)alkyl, all optionally substituted with one or more halogen; phenoxy; —O(CH2)mOR5, —O(CH2)mNR7R8, —OC(O)R7 with the proviso that R7 is not hydrogen, —O(1-12C)heteroaryl), —S(1-6C)alkyl); —S(3-6C)cycloalkyl)-; NR7R8; —NR9(CH2)mOR7, —NR9(CH2)mNR7R8; (1-6C)alkylcarbonyl; (3-6C)cycloalkylcarbonyl; —C(O)NR7R8; —C(O)NR9(CH2)mNR7R8, —C(O)NR9(CH2)mOR7, —C(O)OR7, —SO2(1-6C)alkyl), —SO2(3-6C)cycloalkyl); —O(1-6C)alkyl)O— where the oxygens are attached to the (1-12C)heteroaryl or (6-10C)aryl ring on two neighboring carbons; phenyl or (1-12C)heteroaryl;
R5 is hydrogen (3-6C)cycloalkyl; or (1-6C)alkyl;
R6 is hydrogen; (3-6C)cycloalkyl; (1-6C)alkyl; or (1-6C)alkylcarbonyl;
R7 is hydrogen, (1-6C)alkyl or (3-6C)cycloalkyl;
R8 is hydrogen; (3-6C)cycloalkyl; (1-6C)alkyl; or (1-6C)alkylcarbonyl; or
R7 and R8 together with the nitrogen to which they are bonded in NR7R8 can form a 5-7-membered at least one nitrogen containing (4-6C)heterocyclyl ring which optionally contains one additional heteroatom selected from N, O or S;
R9 is hydrogen; (1-6C)alkyl or (3-6)cycloalkyl; and
m is 2 or 3.

### Claim 2 (depends on 1)

The compound according to claim 1, wherein
V is —(CH2)— or O, with the proviso that if V is O, X is —CH2CH2—;
R4 is taken from halogen; OH; NH2; (3-6C)cycloalkyl or (1-6C)alkyl, both optionally substituted with one or more halogen; (3-6C)cycloalkoxy; (1-6C)alkoxy; phenoxy; —NR7R8; (1-6C)alkylcarbonyl; (3-6C)cycloalkylcarbonyl; —C(O)NR7R8; —O(1-6C)alkyl)O— where the oxygens are attached to the (1-12C)heteroaryl or (6-10C)aryl ring on two neighboring carbons; phenyl or (1-5C)heteroaryl.

### Claim 3 (depends on 1)

The compound according to claim 1, wherein V is —CH2—.

### Claim 4 (depends on 1)

The compound according to claim 1, wherein W is —CH2—.

### Claim 5 (depends on 1)

The compound according to claim 1, wherein X is —CH2—.

### Claim 6 (depends on 1)

The compound according to claim 1, wherein R2 is (1-5C)heteroaryl optionally substituted with one or more groups independently selected from R4 wherein R4 is selected from —NR7R8; NH2 or (1-6C)alkoxy.

### Claim 7 (depends on 1)

The compound according to claim 1, wherein R2 is phenyl optionally substituted with one or more groups independently selected from R4 wherein
R4 is taken from halogen; OH; (3-6C)cycloalkyl or (1-6C)alkyl, both optionally substituted with one or more halogen; (1-6C)alkoxy; phenoxy; (1-6C)alkylcarbonyl; (3-6C)cycloalkylcarbonyl; —C(O)NR7R8; —O(1-6C)alkyl)O— where the oxygens are attached to the (hetero)aryl ring on two neighboring carbons or phenyl.

### Claim 8 (depends on 1)

The compound according to claim 1, wherein R3 is hydrogen; —(CH2)mNR5R6, or —C(O)CH2NR5R6.

### Claim 9 (depends on 8)

The compound according to claim 8 wherein R3 is hydrogen.

### Claim 10 (depends on 1)

The compound according to claim 1, wherein R3 is methyl, and Y=—C(O)NH—.

### Claim 11 (depends on 1)

The compound according to claim 1, wherein Y is a bond.

### Claim 12 (depends on 1)

A pharmaceutical composition which comprises a compound of formula I according to claim 1 or a pharmaceutically acceptable salt thereof and one or more pharmaceutically acceptable excipients.

### Claim 13 (depends on 1)

A method of inhibiting MK2 activity comprising contacting a cell with a compound of formula I according to claim 1, or a pharmaceutically acceptable salt thereof.

### Claim 14 (depends on 1)

A compound according to claim 1 selected from the group consisting of:
2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2′-amino-2,5′-bipyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(5-methoxypyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(2-fluorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3-fluorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(4-acetylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzo[d][1,3]dioxol-5-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
N-(5-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)pyridin-2-yl)acetamide;
N-(5-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)pyridin-2-yl)propionamide;
2′-(2-(3-chloro-4-(trifluoromethyl)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(biphenyl-4-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3,4-dichlorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3-isopropylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(4-phenoxyphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3-(trifluoromethoxy)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(4-(trifluoromethyl)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(4-cyclohexylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3-tert-butyl-5-methylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(4-hydroxy-3-methoxyphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(quinolin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(4-tert-butylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(4-isobutylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(naphthalen-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3,5-dichlorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(dibenzo[b,d]furan-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(4-isobutoxyphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzo[b]thiophen-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
3-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;
2′-(2-(3-acetylphenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2-chloro-N-cyclohexyl-4-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;
2′-(2-(4-chloro-2-fluorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(biphenyl-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3,5-bis(trifluoromethyl)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3-(trifluoromethyl)phenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
N-cyclohexyl-4-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;
2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-1-methyl-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-1-methyl-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-1-ethyl-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
1-(2-aminoethyl)-2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
N-(2-(2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-4′-oxo-1′,4′, 5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-1-yl)ethyl)acetamide;
N-(3-(2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-1-yl)propyl)acetamide;
2′-(2-(benzofuran-2-yl)-5-fluoropyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzo[d][1,3]dioxol-5-yl)-5-fluoropyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(5-fluoro-2-(quinolin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
4-(5-fluoro-4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-N-methylbenzamide;
2′-(2-(4-chloro-2-fluorophenyl)-5-fluoropyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzo[d][1,3]dioxol-5-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzo[d][1,3]dioxol-5-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-p-tolylpyrimidin-4-yl)-5′,6′-dihydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(3-fluorophenyl)pyrimidin-4-yl)-5′,6′-dihydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzofuran-2-yl)pyridin-4-yl)-5′,6′-dihydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[morpholine-2,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzofuran-2-yl)pyridin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(quinolin-3-yl)pyridin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzo[d][1,3]dioxol-5-yl)pyridin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzo[d]thiazol-2-yl)pyridin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(benzo[d]thiazol-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(thiazol-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
1-(2-aminoacetyl)-2′-(2-(benzofuran-2-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2′-(cyclopentylamino)-2,5′-bipyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-4-(trifluoromethyl)benzamide;
3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-4-(trifluoromethyl)benzamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-3-(trifluoromethoxy)benzamide; 2′-(2-(6-aminopyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
(S)-2′-(2-(pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
(R)-2′-(2-(pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(6-(3-methoxypropoxy)pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
(S)-2′-(2-(6-(3-methoxypropoxy)pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
(R)-2′-(2-(6-(3-methoxypropoxy)pyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2-(5-methoxypyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
(S)-2′-(2-(5-methoxypyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
(R)-2′-(2-(5-methoxypyridin-3-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
2′-(2′-(cyclopentylamino)-2,5′-bipyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one;
3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;
3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
3-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
3-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)picolinamide;
4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)benzamide;
4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-2-naphthamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyrimidin-2-yl)-1-naphthamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-1-naphthamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)biphenyl-4-carboxamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-4-(trifluoromethyl)benzamide;
3-(dimethylamino)-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)isonicotinamide;
6-methoxy-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)picolinamide;
3,4-dimethyl-N-(4-(1-methyl-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
(S)-3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
(R)-3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
3,4-dimethyl-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
N-(4-(1-methyl-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-3-(trifluoromethoxy)benzamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-3-(trifluoromethoxy)benzamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-3-(trifluoromethoxy)benzamide;
3-fluoro-N-(4-(1-methyl-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
3-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
3-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)picolinamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)picolinamide;
4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
(S)-4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
(R)-4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
4-fluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
N-(4-(1-methyl-4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-4,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;
(S)—N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[pyrrolidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-2-naphthamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-3-(trifluoromethyl)benzamide;
3,5-difluoro-N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)benzamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-1-naphthamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)quinoline-2-carboxamide;
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)isoquinoline-1-carboxamide; and
N-(4-(4′-oxo-1′,4′,5′,6′-tetrahydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridine]-2′-yl)pyridin-2-yl)-4-(trifluoromethyl)benzamide, and
(S)-2′-(2-(benzo[d][1,3]dioxol-5-yl)pyrimidin-4-yl)-5′,6′-dihydrospiro[piperidine-3,7′-pyrrolo[3,2-c]pyridin]-4′(1′H)-one,
or a pharmaceutically acceptable salt thereof.

### Claim 15 (depends on 1)

A method of treating a disease selected from the group consisting of prostate cancer, skin cancer, bladder cancer, multiple myeloma, and metatstatic melanoma, in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound of formula I according to claim 1 or a pharmaceutically acceptable salt thereof, so as to thereby treat the subject.

### Claim 16 (depends on 1)

A method of treating a disease selected from the group consisting of rheumatoid arthritis, psoriasis and inflammatory bowel disease, in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound of formula I according to claim 1 or a pharmaceutically acceptable salt thereof, so as to thereby treat the subject.