IP Library › Granted Patent US 9,402,833

Granted Patent B2

US 9,402,833 · App. 14/725,683 · Granted Aug 2, 2016

Substituted pyrazolo[1,5-a] pyridine as tropomyosin receptor kinase (Trk) inhibitors

Inventors: Pradip Kumar Sasmal (Hyderabad, IN); Shahadat Ahmed (Bangalore, IN); Ashok Tehim (Ridgewood, NJ); Vidyadhar Paradkar (Branchburg, NJ); Prasanna M. Dattatreya (Hyderabad, IN); Nanjegowda Jagadeesh Mavinahalli (Bangalore, IN)

Assignee: Dr. Reddy's Laboratories Ltd.

A61K31/437 A61K31/444 A61K31/4545 A61K31/4725 A61K31/496 A61K31/4985 A61K31/4995 A61K31/506 A61K31/5377 A61K31/55 A61K31/635 C07D471/04 C07D519/00

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Quick Facts

Patent No.: US 9,402,833
App. No.: 14/725,683
Granted: Aug 2, 2016
Kind: B2

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Abstract

The present application relates to a series of substituted pyrazolo[1,5-a]pyridine compounds, their use as tropomyosin receptor kinase (Trk) family protein kinase inhibitors, method of making and pharmaceutical compositions comprising such compounds.

Claims (466)

1. A method of treating a disease and/or disorder associated with a TrkA kinase activity comprising administering an effective amount of a compound of formula (I),

or their pharmaceutically acceptable salts, pharmaceutically acceptable solvates or stereoisomers thereof, wherein

A is

X 1 is CH or N;

R 1 represents hydrogen or —(C 1 -C 6 )alkyl;

R 2 is independently selected from hydrogen, halogen, cyano, —(C 1 -C 6 )alkyl, -halo(C 1 -C 6 )alkyl, -halo(C 1 -C 6 )alkoxy, phenyl optionally substituted with 1 to 3 halogens, an optionally substituted —O-heterocyclyl wherein the optional substituent is alkyl, —OR i or —C(O)N(R i ) 2 ;

when X 1 is CH, optionally two R 2 s present on any two adjacent carbon atoms combine to form a 5 to 7 membered heterocyclic ring;

R 3 is independently selected from halogen, cyano, —OR i , —C(O)N(R i ) 2 or two R 3 s together with the carbon atom they are attached form a (C 3 -C 7 )cycloalkyl group spiro attached to pyrrolidine; or two R 3 when they are attached to adjacent carbon atoms form a (C 3 -C 7 )cycloalkyl ring fused to the pyrrolidine;

R a is selected from

(i) a group selected from optionally substituted —(C 1 -C 6 )alkyl, -hydroxy(C 1 -C 6 )alkyl or —(C 1 -C 6 )alkyl-(C 1 -C 6 )alkoxy wherein the optional substituent is selected from cyano, halogen or —(C 6 -C 12 )aryl,

(ii) an optionally substituted —(C 3 -C 10 )cycloalkyl wherein the optional substituent is selected from cyano, —(C 1 -C 6 )alkyl, hydroxyl, halogen or —R s ,

(iii) an optionally substituted —(C 6 -C 12 )aryl wherein the optional substituent is selected from cyano, hydroxyl, halogen, —(C 1 -C 6 )alkyl or —R r

(iv) an optionally substituted 5 to 10 membered heterocyclyl wherein the optional substituent is selected from cyano, hydroxyl, halogen or —(C 1 -C 6 )alkyl,

(v) an optionally substituted 5 to 10 membered heteroaryl wherein the optional substituent is selected from cyano, oxo (═O), hydroxyl, halogen, —(C 1 -C 6 )alkyl, —(C 1 -C 6 )alkoxy, —NR c R d or —R r ,

(vi) —NR 4 R 5 ,

(vii) —(C 1 -C 6 )alkyl-(C 6 -C 12 )aryl;

R b represents hydrogen or halogen;

R 4 is selected from hydrogen, —(C 1 -C 6 )alkyl, —(C 3 -C 10 )cycloalkyl, -hydroxy(C 1 -C 6 )alkyl, -alkoxy(C 1 -C 6 )alkyl, -halogen(C 1 -C 6 )alkyl or —(C 1 -C 6 )alkyl-(C 3 -C 10 )cycloalkyl;

R 5 is selected from hydrogen or —(C 1 -C 6 )alkyl or —(C 1 -C 6 )alkyl-(C 3 -C 10 )cycloalkyl;

Alternatively R 4 and R 5 together with the nitrogen atom to which they are attached may form an optionally substituted 5 to 10 membered heterocyclic ring optionally containing 1-2 additional heteroatoms or groups selected from —O—, —S—, —N—, —C(═O)—, —S(═O)— or —S(═O) 2 —, wherein the optional substituent is selected from hydroxyl, —(C 1 -C 6 )alkyl, —C(═O)—(C 1 -C 6 )alkyl, mesyl or COOR e ;

R c and R d are independently selected from hydrogen or —(C 1 -C 6 )alkyl;

R e is selected from hydrogen or alkyl;

R i is hydrogen, —(C 1 -C 6 )alkyl, -halo(C 1 -C 6 )alkyl, —(C 1 -C 6 )alkyl-(C 1 -C 6 )alkoxy, —(C 3 -C 10 )cycloalkyl, optionally substituted —(C 1 -C 6 )alkyl-(C 3 -C 10 )cycloalkyl wherein the optional substituent is halogen or —(C 1 -C 6 )alkyl substituted with 1 to 3 hydroxyl groups;

R r is independently selected from a 5 to 10 membered heterocyclyl or a 5 to 10 membered heteroaryl, wherein optional substituent is selected from hydroxyl, halogen, —(C 1 -C 6 )alkyl or —(C 1 -C 6 )alkoxy;

R s is an optionally substituted —(C 1 -C 6 )alkyl-(C 6 -C 10 )aryl, wherein the optional substituent is halogen;

m is independently represents 0, 1, 2, 3 or 4; and

n is independently represents 0, 1, 2, or 3;

wherein the disease and/or disorder is selected from the group consisting of pain, inflammation, cancer, psoriasis, psoriatic arthritis, rheumatoid arthritis, inflammatory bowel disease, ulcerative colitis, Crohn's disease, atopic dermatitis, fibrosis, neurodegenerative disease, and Trypanosoma Cruzi infection to a patient in need thereof.

2. The method according to claim 1 , wherein the disease and/or disorders treatable by inhibition of Trk kinase activity, is selected from the group consisting of pain, inflammation, cancer, psoriasis, psoriatic arthritis, rheumatoid arthritis, inflammatory bowel disease, ulcerative colitis, Crohn's disease, atopic dermatitis, fibrosis, neurodegenerative disease, and Trypanosoma Cruzi infection.

3. The method according to claim 2 , wherein the disease and/or disorder is pain.

4. The method according to claim 3 , wherein the pain includes chronic and acute pain.

5. The method according to claim 3 , wherein the pain is related to cancer, surgery, bone fracture, skeletal pain caused by tumor metastasis, osteoarthritis, psoriatic arthritis, rheumatoid arthritis, interstitial cystitis, chronic pancreatitis, visceral pain, inflammatory pain, migraine, chronic lower back pain, bladder pain syndrome or neuropathic pain.

6. A method of treating pain, inflammation, cancer, psoriasis or atopic dermatitis comprising administering an effective amount of a compound of formula (I),

or their pharmaceutically acceptable salts, pharmaceutically acceptable solvates or stereoisomers thereof, wherein

A is

X 1 is CH or N;

R 1 represents hydrogen or —(C 1 -C 6 )alkyl;

when X 1 is CH, optionally two R 2 s present on any two adjacent carbon atoms combine to form a 5 to 7 membered heterocyclic ring;

R a is selected from

(ii) an optionally substituted —(C 3 -C 10 )cycloalkyl wherein the optional substituent is selected from cyano, —(C 1 -C 6 )alkyl, hydroxyl, halogen or —R s ,

(iii) an optionally substituted —(C 6 -C 12 )aryl wherein the optional substituent is selected from cyano, hydroxyl, halogen, —(C 1 -C 6 )alkyl or —R r

(iv) an optionally substituted 5 to 10 membered heterocyclyl wherein the optional substituent is selected from cyano, hydroxyl, halogen or —(C 1 -C 6 )alkyl,

(vi) —NR 4 R 5 ,

(vii) —(C 1 -C 6 )alkyl-(C 6 -C 12 )aryl;

R b represents hydrogen or halogen;

R 5 is selected from hydrogen or —(C 1 -C 6 )alkyl or —(C 1 -C 6 )alkyl-(C 3 -C 10 )cycloalkyl;

R c and R d are independently selected from hydrogen or —(C 1 -C 6 )alkyl;

R e is selected from hydrogen or alkyl;

R s is an optionally substituted —(C 1 -C 6 )alkyl-(C 6 -C 10 )aryl, wherein the optional substituent is halogen;

m is independently represents 0, 1, 2, 3 or 4; and

n is independently represents 0, 1, 2, or 3;

to a patient in need thereof.

7. A method of treating a diseases and/or disorder associated with a TrkA kinase activity comprising administering an effective amount of a compound which is

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((4-fluorophenyl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(ethylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-((3-cyanophenyl)sulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(cyclopropylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(methylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((4-((S)-3-hydroxypyrrolidin-1-yl)phenyl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-((3-cyanophenyl)sulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-methyl pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(propylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((3,5-dimethylisoxazol-4-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(cyclohexylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(cyclopentylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(isobutylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1,2-dimethyl-1H-imidazol-4-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1,2-dimethyl-1H-imidazol-5-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(piperidin-4-ylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1-methyl-1H-imidazol-4-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1-methyl-1H-pyrazol-5-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((2,4-dimethylthiazol-5-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1-methyl-2-oxoindolin-5-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((tetrahydro-2H-pyran-4-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((6-(dimethylamino)pyridin-3-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((2-methyltetrahydrofuran-3-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((6-((S)-3-hydroxypyrrolidin-1-yl)pyridin-3-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((6-methoxypyridin-3-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-((6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl)sulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1-methyl-1H-pyrazol-4-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((4-morpholinophenyl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(pyridin-3-ylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-((5-chlorothiophen-2-yl)sulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-((2,5-dichlorothiophen-3-yl)sulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(cyclobutylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(benzo[d][1,3]dioxol-5-ylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1-ethylcyclopropyl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(neopentylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(o-tolylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(benzylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((1-(4-fluorobenzyl)cyclopropyl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(3-(difluoromethoxy)-5-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(5-fluoropyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(2-ethoxy-5-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(2-(cyclopropylmethoxy)-5-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(2-chloro-5-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4R)-2-(2,5-difluorophenyl)-4-hydroxypyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(5-fluoro-2-(2,2,2-trifluoroethoxyl)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Isomer-I);

N-(tert-butylsulfonyl)-5-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Isomer-II);

N-(tert-butylsulfonyl)-5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Isomer-I);

N-(tert-butylsulfonyl)-5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Isomer-II);

(R)-N-(tert-butylsulfonyl)-5-(2-(4,4′-difluoro-[1,1′-biphenyl]-2-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(S)-N-(tert-butylsulfonyl)-5-(2-(2,5-difluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(2,5-difluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(5-fluoro-2-(2-fluoroethoxyl)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4R)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R)-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(2-(difluoromethoxy)-5-fluorophenyl)pyrrolidin-1-yl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(2-(difluoromethoxy)-5-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(2-fluoro-5-(2-methoxyethoxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(5-fluoro-2-(2-methoxyethoxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(3,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(3-fluoro-5-(2-methoxyethoxyl)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R)-2-(3-fluoro-5-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(3,5-difluorophenyl)pyrrolidin-1-yl)-N-((4-fluorophenyl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((R)-2-(3,5-difluorophenyl)pyrrolidin-1-yl)-N-((4-((S)-3-hydroxypyrrolidin-1-yl)phenyl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(3,5-difluorophenyl)pyrrolidin-1-yl)-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-((6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl)sulfonyl)-5-(2-(3,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((R)-2-(3,5-difluorophenyl)pyrrolidin-1-yl)-N-((6-((S)-3-hydroxypyrrolidin-1-yl)pyridin-3-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-N-((1-methylcyclopropyl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-4-fluoro-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N,N-dimethylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N,N-dimethylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-(cyclopropylmethyl)-N-methylsulfamoyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N,N-diethylsulfamoyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N,N-dimethylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(morpholinosulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(pyrrolidin-1-ylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((4-methylpiperazin-1-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N,N-diethylsulfamoyl)-5-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N,N-diethylsulfamoyl)-5-(2-(5-fluoro-2-(2-fluoroethoxyl)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(piperidin-1-ylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(3,5-difluoro-2-methoxyphenyl)pyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-5-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-5-(2-(5-fluoro-2-(2-fluoroethoxyl)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(((S)-3-hydroxypyrrolidin-1-yl)sulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-sulfamoylpyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(3,5-difluoro-2-(2-fluoroethoxyl)phenyl)pyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-(2-(8-fluoro-3,4-dihydro-2H-benzo[b][1,4]dioxepin-6-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Diastereomer-I);

N-(N-ethyl-N-methylsulfamoyl)-5-(2-(8-fluoro-3,4-dihydro-2H-benzo[b][1,4]dioxepin-6-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Diastereomer-II);

N-(N,N-dimethylsulfamoyl)-5-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Diastereomer-I);

N-(N,N-dimethylsulfamoyl)-5-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Diastereomer-II);

N-(N-ethyl-N-methylsulfamoyl)-5-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Diastereomer-I);

N-(N-ethyl-N-methylsulfamoyl)-5-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Diastereomer-II);

N-(N-ethyl-N-methylsulfamoyl)-4-fluoro-5-((2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-((R)-2-(3-fluoro-5-(((S)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(3,5-difluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(3,5-difluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(N,N-dimethylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-((R)-2-(3-fluoro-5-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

4-fluoro-5-((2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl)-N-sulfamoylpyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N,N-dimethylsulfamoyl)-5-(2-(8-fluoro-3,4-dihydro-2H-benzo[b][1,4]dioxepin-6-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Diastereomer-I);

N-(N,N-dimethylsulfamoyl)-5-(2-(8-fluoro-3,4-dihydro-2H-benzo[b][1,4]dioxepin-6-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Diastereomer-2);

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-isobutyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-4-fluoro-5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N,N-dimethylsulfamoyl)-4-fluoro-5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-4-fluoro-5-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R)-2-(3-((2,2-difluorocyclopropyl)methoxy)-5-fluorophenyl)pyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N,N-bis(cyclopropylmethyl)sulfamoyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-((2R)-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-((2R)-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Diastereomer-II);

N-(tert-butylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide (Racemic mixture);

(R)-N-(tert-butylsulfonyl)-5-(2-(3,5-difluoro-2-methoxyphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-4-fluoro-5-((2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

4-fluoro-5-((2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl)-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(3,5-difluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(3,5-difluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-4-fluoro-5-(2-(3-fluorophenyl)pyrrolidin-1-yl)-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-4-fluoro-5-(2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

Sodium (tert-butylsulfonyl)(5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)amide;

Sodium(R)-(tert-butylsulfonyl)(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)amide;

Sodium (R)-(tert-butylsulfonyl)(5-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)amide;

Sodium (tert-butylsulfonyl)(5-((2R,4R)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)amide;

Sodium (R)-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)(N,N-dimethylsulfamoyl)amide;

Sodium (tert-butylsulfonyl)(5-(2-(2,5-difluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)amide;

Sodium (R)-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)((1-methylcyclopropyl)sulfonyl)amide;

Sodium (tert-butylsulfonyl)(5-((2R)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)amide;

Sodium (5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)(N,N-dimethylsulfamoyl)amide;

Sodium (tert-butylsulfonyl)(4-fluoro-5-((2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)amide;

Sodium (R)-(N,N-dimethylsulfamoyl)(4-fluoro-5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)amide;

Sodium (N-ethyl-N-methylsulfamoyl)(5-((2R)-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)amide;

Sodium (R)-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)(o-tolylsulfonyl)amide;

Sodium (4-fluoro-5-((2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)(isopropylsulfonyl)amide;

Sodium (5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)((1-methylcyclopropyl)sulfonyl)amide;

Sodium (R)-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)(piperidin-1-ylsulfonyl)amide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-(2-methoxyethyl)-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-cyclopropyl-N-methylsulfamoyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-((2R)-2-(7-fluoro-3-(fluoromethyl)-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-5-(2-(5-fluoro-2-methylphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-5-(2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4S)-4-fluoro-2-(3-fluoro-5-((tetrahydro-2H-pyran-4yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-((2R,4S)-4-fluoro-2-(3-fluoro-5-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-4-fluoro-2-(3-fluoro-5-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(3-(cyclopropylmethoxy)-5-fluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2-(cyclopropylmethoxy)-5-fluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4S)-2-(2-cyclopropoxy-5-fluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2-cyclopropoxy-5-fluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2-(cyclopropylmethoxy)-5-fluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-4-fluoro-5-((2R,4S)-4-fluoro-2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2-cyclopropoxy-5-fluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4S)-2-(2-(cyclopropylmethoxy)-5-fluorophenyl)-4-fluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-5-(2-(8-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(8-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)pyrrolidin-1-yl)-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-(2-(8-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-5-(2-(9-fluoro-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N,N-dimethylsulfamoyl)-5-(2-(8-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N,N-dimethylsulfamoyl)-5-(2-(9-fluoro-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-ethylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-(2-fluoroethyl)-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-(2-hydroxyethyl)-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(azetidin-1-ylsulfonyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4S)-4-fluoro-2-(6-fluorobenzo[d][1,3]dioxol-4-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N-ethyl-N-methylsulfamoyl)-5-((2R,4S)-4-fluoro-2-(6-fluorobenzo[d][1,3]dioxol-4-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4S)-4-fluoro-2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(N-((1-(hydroxymethyl)cyclobutyl)methyl)-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-(2-cyanoethyl)-N-methylsulfamoyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(N-ethyl-N-methylsulfamoyl)-5-(2-(5-fluoro-2-((4-methyltetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-N-(tert-butylsulfonyl)-5-(2-(5-fluoro-2-((4-methyltetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

(R)-5-(2-(5-fluoro-2-((4-methyltetrahydro-2H-pyran-4-yl)oxy)phenyl)pyrrolidin-1-yl)-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-4-fluoro-5((2R,4S)-4-fluoro-2-(6-fluorobenzo[d][1,3]dioxol-4-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-4-fluoro-5-((2R,4S)-4-fluoro-2-(7-fluoro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4S)-4-fluoro-2-(6-fluorobenzo[d][1,3]dioxol-4-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamid;

N-(N-ethyl-N-methylsulfamoyl)-5-((2R,4S)-4-fluoro-2-(6-fluorobenzo[d][1,3]dioxol-4-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(N,N-dimethylsulfamoyl)-4-fluoro-5-((2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(azetidin-1-ylsulfonyl)-4-fluoro-5-((2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide;

4-fluoro-5-((2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl)-N-(N-isobutyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

N-(tert-butylsulfonyl)-5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-4-fluoro-N-(isopropylsulfonyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N-ethyl-N-methylsulfamoyl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-N-(N,N-dimethylsulfamoyl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxamide;

N-(azetidin-1-ylsulfonyl)-5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-4-fluoro-N-(N-isobutyl-N-methylsulfamoyl)pyrazolo[1,5-a]pyridine-3-carboxamide;

5-((2R,4S)-2-(2,5-difluorophenyl)-4-fluoropyrrolidin-1-yl)-4-fluoro-N-sulfamoylpyrazolo[1,5-a]pyridine-3-carboxamide;

or a pharmaceutically acceptable salt thereof, a pharmaceutically acceptable solvate thereof or a stereoisomer thereof, to a patient in need thereof,

8. The method according to claim 1 , wherein the disease and/or disorders treatable by inhibition of Trk kinase activity is selected from the group consisting of pain, inflammation, cancer, psoriasis, psoriatic arthritis, rheumatoid arthritis, inflammatory bowel disease, ulcerative colitis, Crohn's disease, atopic dermatitis, fibrosis, neurodegenerative disease, and Trypanosoma Cruzi infection comprising administering an effective amount of a compound which is