US 2021/0171545 A1Published application

Amido spirocyclic amide and sulfonamide derivatives

AssigneesIntegral Early Discovery, Inc., Genentech, Inc.

InventorsKenneth W. Bair, Timm R. Baumeister, Peter Dragovich, Xiongcai Liu, Snahel Patel, Po-Wai Yuen, Mark Zak, Guiling Zhao, Yamin Zhang, Xiaozhang Zheng

Life of this patent

Estimating the term…

Abstract

Provided are amido spirocyclic amide and sulfonamide compounds, pharmaceutical compositions comprising such compounds, and methods of treatment using such compounds.

Claims22

Dependent claims

A compound of Formula I:

wherein:
R is (a) an 8-, 9-, or 10-membered bicyclic heteroaryl comprising one heteroatom selected from N, S, and O, and one, two, or three additional N atoms, wherein said bicyclic heteroaryl is unsubstituted or is substituted with one or more substituents selected from the group consisting of deuterium, amino, alkylamino, dialkylamino, alkyl, halo, cyano, haloalkyl, hydroxy, hydroxyalkyl, and alkoxy, and wherein one or more N atoms of said bicyclic heteroaryl is optionally an N-oxide;
or
(b) a five- or six-membered nitrogen-linked heterocycloalkyl ring fused to a phenyl or monocyclic five- or six-membered heteroaryl, wherein said phenyl or heteroaryl is unsubstituted or is substituted with one or more substituents selected from the group consisting of deuterium, amino, alkylamino, dialkylamino, alkyl, halo, cyano, haloalkyl, hydroxy, hydroxyalkyl, and alkoxy;
and
R1 is H, —(C1-4alkylene)0-1C(O)Ra, —(C1-4alkylene)0-1CO2Ra, —(C1-4alkylene)0-1S(O)Ra, —(C1-4alkylene)0-1SO2Ra, —C(O)NH(Ra), —C(O)N(Ra)2, or —C(O)C(O)NH(Ra);
wherein each Ra is independently
(1) alkyl, unsubstituted or substituted with one or more Rm substituents,
wherein each Rm is independently selected from the group consisting of deuterium, hydroxy, —NRbRc, alkoxy, cyano, halo, —C(O)alkyl, —CO2alkyl, —CONRbRc, —S(O)alkyl, —SO2alkyl, —SO2NRbRc, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, phenoxy, and —O-alkyl-OH;
wherein Rb is H or alkyl;
Rc is H, alkyl, alkoxyalkyl, haloalkyl, —C(O)alkyl, —CO2alkyl, —SO2alkyl, —C(O)NH2, or C(O)H;
and
each aryl, heteroaryl, cycloalkyl, and heterocycloalkyl group within Rm is unsubstituted or substituted with one or more substituents independently selected from the group consisting of alkyl, haloalkyl, hydroxy, —NRbRc, alkoxy, haloalkoxy, cyano, halo, oxo, —C(O)alkyl, —CO2alkyl, —C(O)— heterocycloalkyl, —CONRbRc, —S(O)alkyl, —SO2alkyl, —SO2-haloalkyl, —SO2NRbRc, aryl, heteroaryl, cycloalkyl, and heterocycloalkyl;
or two substituents taken together form a fused heteroaryl, cycloalkyl, or heterocycloalkyl ring;
wherein each alkyl or alkoxy is unsubstituted or substituted with phenyl, —NRbRc, heterocycloalkyl, heteroaryl, or —C(O)alkyl;
and
each aryl, heteroaryl, cycloalkyl, and heterocycloalkyl is unsubstituted or substituted with alkyl, halo, or —C(O)alkyl;
(2) phenyl, cycloalkyl, heteroaryl, or heterocycloalkyl, each unsubstituted or substituted with one or more Rg substituents;
wherein each Rg is independently selected from the group consisting of alkyl, haloalkyl, hydroxy, —NRbRc, alkoxy, haloalkoxy, cyano, halo, oxo, —C(O)alkyl, —CO2alkyl, —C(O)-heterocycloalkyl, —CONRbRc, —S(O)alkyl, —SO2alkyl, —SO2-haloalkyl, —SO2NRbRc, aryl, heteroaryl, cycloalkyl, and heterocycloalkyl;
or two Rg substituents taken together form a fused phenyl, heteroaryl, cycloalkyl, or heterocycloalkyl ring;
wherein each alkyl or alkoxy is unsubstituted or substituted with —NRbRc, heterocycloalkyl, heteroaryl, or —C(O)alkyl;
and
each aryl, heteroaryl, cycloalkyl, and heterocycloalkyl is unsubstituted or substituted with alkyl, halo, —CO2alkyl, or —C(O)alkyl;
or
(3) —NRxRy,
wherein Rx is H or alkyl;
and
Ry is H, alkyl, alkoxyalkyl, haloalkyl, —C(O)alkyl, —CO2alkyl, or —SO2alkyl;
R2 and R3 are each independently H or deuterium;
and
n is 1 or 2;
or a pharmaceutically acceptable salt thereof.

29 more elements

A compound selected from the group consisting of:

tert-butyl 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-8- azaspiro[2.5]octane-8- carboxylate;
tert-butyl 2-[(thieno[2,3- c]pyridine-2- carbonylamino)methyl]-8- azaspiro[2.5]octane-8- carboxylate;
tert-butyl 2-[(imidazo[1,2- a]pyrimidine-6- carbonylamino)methyl]-8- azaspiro[2.5]octane-8- carboxylate;
tert-butyl 2-[(furo[2,3- c]pyridine-2- carbonylamino)methyl]-8- azaspiro[2.5]octane-8- carboxylate;
tert-butyl 2-[(imidazo[1,2- a]pyridine-6- carbonylamino)methyl]-8- azaspiro[2.5]octane-8- carboxylate;
N-[[8-(3,3-dimethylbutanoyl)- 8-azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[8-(2-phenylacetyl)-8- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide
tert-butyl 2-[(1H-pyrrolo[3,2- c]pyridine-2- carbonylamino)methyl]-8- azaspiro[2.5]octane-8- carboxylate;
N-[[8-(cyclohexanecarbonyl)- 8-azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[8-(tetrahydropyran-4- carbonyl)-8- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[(8-benzoyl-8- azaspiro[2.5]octan-2- yl)methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[8-(2-methylpropanoyl)-8- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[8-(benzenesulfonyl)-8- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide
N-[(8-ethylsulfonyl-8- azaspiro[2.5]octan-2- yl)methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
tert-butyl 2-[(1H-pyrazolo[3,4- b]pyridine-5- carbonylamino)methyl]-8- azaspiro[2.5]octane-8- carboxylate;
N-[(8-acetyl-8- azaspiro[2.5]octan-2- yl)methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[(8-methylsulfonyl-8- azaspiro[2.5]octan-2- yl)methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-(8-azaspiro[2.5]octan-2- ylmethyl)-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-(8-azaspiro[2.5]octan-2- ylmethyl)-1H-pyrazolo[3,4- b]pyridine-5-carboxamide;
N-[(8-propanoyl-8- azaspiro[2.5]octan-2- yl)methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
tert-butyl 2-((imidazo[1,2- a]pyridine-6- carboxamido)methyl)-7- azaspiro[3.5]nonane-7- carboxylate;
tert-butyl 2-[(imidazo[1,2- a]pyridine-6- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
tert-butyl 2-[(furo[2,3- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(3,3-dimethylbutanoyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
tert-butyl 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(2-imidazol-1-ylacetyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4,4,4- trifluorobutanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(3- methylsulfonylphenyl)acetyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3,3-dimethylbutanoyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(4-methylpiperazin-1- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(3- cyanophenyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-cyclopropylacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-pyrrolidin-1- ylacetyl)-6-azaspiro[2.5]octan- 2-yl]methyl]furo[2,3- c]pyridine-2-carboxamide;
N-[[6-[2-(3-methylisoxazol-5- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(1-piperidyl)acetyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-tetrahydropyran-4- ylacetyl)-6-azaspiro[2.5]octan- 2-yl]methyl]furo[2,3- c]pyridine-2-carboxamide;
N-[[6-(2-tetrahydrofuran-2- ylacetyl)-6-azaspiro[2.5]octan- 2-yl]methyl]furo[2,3- c]pyridine-2-carboxamide;
N-[[6-(2-tert-butoxyacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(3-pyridyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-[1-(2,2,2- trifluoroethyl)-4- piperidyl]acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
tert-butyl 2-[(imidazo[1,2- a]pyridine-6- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate (isomer 1);
tert-butyl 2-[(imidazo[1,2- a]pyridine-6- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate (isomer 2);
tert-butyl 2-[(furo[2,3- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate (isomer 1);
tert-butyl 2-[(furo[2,3- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate (isomer 2);
N-[[6-(3,3-dimethylbutanoyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(3-methylbutanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(2-phenylacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
tert-butyl 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate (isomer 1);
tert-butyl 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate (isomer 2);
N-[[6-(2-pyrazin-2-ylacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-morpholinoacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-tetrahydropyran-2- ylacetyl)-6-azaspiro[2.5]octan- 2-yl]methyl]furo[2,3- c]pyridine-2-carboxamide;
N-[[6-(2-pyrrolidin-1- ylpropanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(tert-butylamino)-2- oxo-acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-(dimethylamino)-4- oxo-butanoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-methyl-5-oxo- pyrrolidine-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(2-oxopyrrolidin-1- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2,2- difluorocyclopropanecarbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(tetrahydrofuran-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(tetrahydropyran-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(tetrahydrofuran-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-formamidoacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[3-(3,5-dimethylpyrazol- 1-yl)propanoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1- carbamoylpyrrolidine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3- morpholinopropanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,1-dioxothiolane-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(3,5-dimethylpyrazol- 1-yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-acetylpyrrolidine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2- methylsulfonylbenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[3-(1,2,4-triazol-4- yl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4- [(dimethylamino)methyl]benzoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-acetamidobenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1- methylsulfonylpiperidine-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1- methylsulfonylpiperidine-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2- morpholinopropanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1- methylsulfonylpyrrolidine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(3-oxoisoindolin-1- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-carbamoylpiperidine- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-carbamoylpiperidine- 3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(1,1-dioxothiolan-3- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(2,4-dioxopyrimidin- 1-yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-acetylpiperidine-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-(tetrazol-1- ylmethyl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4- (methanesulfonamido)benzoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-(1,1-dioxo-1,4- thiazinan-4-yl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-[(4-methylpiperazin- 1-yl)methyl]benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-[(4-methylpiperazin- 1-yl)methyl]benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[3-[(4-methylpiperazin- 1-yl)methyl]benzoyl]-6- N-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[3-(4-methylpiperazin-1- yl)propanoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-isopropyl-5-oxo- pyrrolidine-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(3-oxopiperazin-1- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3- methylsulfonylbenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4- methylsulfonylbenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-ureidobenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(4-acetylpiperazin-1- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-[(5-methyltetrazol-1- yl)methyl]benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyridine-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyridine-2-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(oxazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-1,2,4-triazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-imidazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyrimidine-4-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyridine-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-pyrazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-methylimidazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-methyl-1H-pyrazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-methylpyrazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-methyl-1H-pyrazole- 3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-methylpyrazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyridazine-3-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyrimidine-5-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyrazine-2-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyridazine-4-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-methylpyrazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,5-dimethylpyrazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2,5-dimethylpyrazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-methylisoxazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-methyl-1,2,5- oxadiazole-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-methylpyridine-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-methylpyridine-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-methylpyridine-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-methylpyrazine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-cyclopropyl-1H- pyrazole-5-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-ethyl-5-methyl- pyrazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3,5-dimethylisoxazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-ethylpyrazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(6-cyanopyridine-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2,4-dimethyloxazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-morpholinopyridine- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(cyclopropanecarbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[1-methyl-5- (trifluoromethyl)pyrazole-3- carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-isoxazol-5-yl-1- methyl-pyrazole-3-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-acetamidopyridine-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[3-(tetrazol-1-yl)-1H- pyrazole-4-carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(6-acetamidopyridine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-ethyl-5-methyl- isoxazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-ethyl-5-methyl- pyrazole-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-ethyl-3-methyl- pyrazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-methylisoxazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-methyl-3-(3- methylpyrazol-1- yl)propanoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-pyrazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(1-methylsulfonyl-4- piperidyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-methylmorpholine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[1-(2- methylpropanoyl)azetidine-3- carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-acetylazetidine-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-pyridazin-3- ylpyrrolidine-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(1-pyrimidin-2-yl-4- piperidyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(1-isopropyl-4- piperidyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(1-methyl-4- piperidyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide
N-[[6-[2-(3-methyloxetan-3- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
isopropyl 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-[2-(2- cyanophenyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-methoxypropanoyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-[4- (trifluoromethylsulfonyl)phenyl] acetyl]-6-azaspiro[2.5]octan- 2-yl]methyl]furo[2,3- c]pyridine-2-carboxamide;
N-[[6-[3- [acetyl(methyl)amino]propanoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(2-pyridyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(4- cyanophenyl)carbamoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(m- tolylmethylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(p-tolylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(benzylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(2- fluorophenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(p- tolylmethylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(4- fluorophenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(2- methoxyphenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(3- methoxyphenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(3- fluorophenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(4- methoxyphenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(3,4- dichlorophenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1- adamantylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(4- chlorophenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(2- chlorophenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(ethylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[(2,4- dichlorophenyl)methylcarbamoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(3-hydroxy-3-methyl- cyclobutyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(3-methyloxetan-3- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(2-pyridyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(3-pyridyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(3- cyanophenyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[4-(1,2,4-triazol-1- yl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(2-methylimidazol-1- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,3,5-trimethylpyrazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(tert-butylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(isopropylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6- (cyclohexylmethylcarbamoyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(propylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(cyclohexylcarbamoyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(phenylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(1-isopropyl-4- piperidyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(3-methylbutanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(4-pyridyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2-cyanoacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
ethyl 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
tert-butyl 2-[(1H-pyrrolo[3,2- c]pyridine-2- carbonylamino)methyl]-7- azaspiro[3.5]nonane-7- carboxylate;
tert-butyl 2-[(furo[2,3- c]pyridine-2- carbonylamino)methyl]-7- azaspiro[3.5]nonane-7- carboxylate;
N-[[6-[2-(3-methyloxetan-3- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-cyclohexylacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(3- cyclohexylpropanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2-morpholinoacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(3-phenylpropanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
tert-butyl 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-7- azaspiro[3.5]nonane-7- carboxylate;
N-[[6-[2-(3,5- difluorophenyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-[3- (trifluoromethyl)phenyl]acetyl]- 6-azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(tert-butylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
[2,2,2-trideuterio-1,1- bis(trideuteriomethyl)ethyl] 2- [(1,3-dihydropyrrolo[3,4- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
(2-methoxy-1,1-dimethyl-2- oxo-ethyl) 2-[(furo[2,3- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-[2-(3- cyanophenyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-[2-(4- cyanophenyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(phenylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[3-(3- pyridyl)propanoyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(benzylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[(6-benzylsulfonyl-6- azaspiro[2.5]octan-2- yl)methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(tert-butylcarbamoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(3,3-dimethylbutanoyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide (isomer 1);
N-[[6-(3,3-dimethylbutanoyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide (isomer 2);
(2-hydroxy-1,1-dimethyl-ethyl) 2-[(furo[2,3-c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-[2-(4- cyanophenyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
(2-methoxy-1,1-dimethyl- ethyl) 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(2-tetrahydropyran-4- ylacetyl)-6-azaspiro[2.5]octan- 2-yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(1,3,5-trimethylpyrazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(1-methylpyrazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(1-isopropyl-3,5- dimethyl-pyrazole-4-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[1-(4-fluorophenyl)-3,5- dimethyl-pyrazole-4-carbonyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
(1-methylcyclobutyl) 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(3- morpholinopropanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2,2-difluoro-2-phenyl- acetyl)-6-azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(3-methylpyridine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-methylpyridine-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(6-methylpyridine-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(6-methylpyridine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-methylpyridine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-benzimidazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-pyrrolo[2,3- b]pyrimidine-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-benzotriazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-pyrrolo[2,3- b]pyridine-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-indazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-benzimidazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-cyanobenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-cyanobenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-[(5-methyl-1,2,4- oxadiazol-3- yl)methoxy]benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4- (morpholinomethyl)benzoyl]- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-[(2-methylimidazol-1- yl)methyl]benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4- (trifluoromethoxy)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-(pyrrolidin-1- ylmethyl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[3-(1,2,4-triazol-1- ylmethyl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(1,2,4-triazol-1- ylmethyl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-(1,2,4-triazol-1- ylmethyl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[3-(imidazol-1- ylmethyl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-imidazol-1- ylbenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-(1H-1,2,4-triazol-5- yl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(6-imidazol-1- ylpyridine-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4- (trifluoromethyl)pyridine-2- carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[6- (trifluoromethyl)pyridine-3- carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-oxo-4H-1,4- benzoxazine-6-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-sulfamoylbenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(imidazol-1- ylmethyl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(quinoxaline-6- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,6-naphthyridine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-methyl-1H- benzimidazole-5-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-acetamidobenzoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-acetamidopyridine-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2,1,3-benzoxadiazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,8-naphthyridine-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(isoquinoline-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(quinoxaline-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,5-naphthyridine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,8-naphthyridine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(isoxazole-5-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-methylbutanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
tert-butyl 2-[(4,6-dihydro-1H- pyrrolo[3,4-c]pyrazole-5- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-[2-(1,4-dimethyl-4- piperidyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(3-hydroxy-3-methyl- cyclobutyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(3-pyridyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-[2-(4-pyridyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(1,3-dimethylpyrazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[4-(2-methyltetrazol-5- yl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4,6-dimethylpyridine-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-oxopentanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-hydroxy-4-methyl- pentanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-hydroxy-3-methyl- butanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(2-pyridyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(2-pyrimidin-2-ylacetyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2-pyrazin-2-ylacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(3-thiazol-2- ylpropanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2-phenoxyacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(3-tetrahydropyran-4- ylpropanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(4-methylpyridine-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(3,5-dimethyl-1H- pyrazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(1,3,5-trimethylpyrazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(1-tert-butyl-3,5- dimethyl-pyrazole-4-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-benzyl-3,5-dimethyl- pyrazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-tert-butyl-2-methyl- pyrazole-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-ethylpyrazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-tert-butyl-4-methyl- pyrazole-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2,4-dimethylpyrazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,3,5-trimethylpyrazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide (isomer 1);
N-[[6-(1,3,5-trimethylpyrazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide (isomer 2);
N-[[6-(1H-indazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[1-(1- isopropylpyrrolidin-3- yl)pyrazole-4-carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[1-(1-acetylpyrrolidin-3- yl)pyrazole-4-carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[5-(1,3-dimethylpyrazol- 4-yl)isoxazole-3-carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
tert-butyl 3-[2-[(furo[2,3- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carbonyl]-4,6-dihydro-1H- pyrrolo[3,4-c]pyrazole-5- carboxylate;
N-[[6-[1-(1-methylpyrrolidin- 3-yl)pyrazole-4-carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-tert-butyl-5-methyl- pyrazole-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-methylimidazo[1,2- a]pyridine-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(6-methyl-1H- benzimidazole-2-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-methylimidazo[1,2- a]pyridine-2-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(6-fluoro-1H-indazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyrazolo[1,5- a]pyrimidine-2-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1-ethyl-3,5-dimethyl- pyrazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(6-methylimidazo[1,2- a]pyridine-2-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyrazolo[1,5- a]pyridine-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(imidazo[1,2-a]pyridine- 2-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-isopropylisoxazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-isobutyl-1H-pyrazole- 5-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(imidazo[1,2- a]pyrimidine-2-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(pyrazolo[1,5- a]pyrimidine-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-tert-butyl-1H- pyrazole-5-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-isopropyl-1H- pyrazole-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-isopropyl-1H- pyrazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2-isopropylpyrazole-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-ethyl-2-methyl- pyrazole-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-cyclopropylisoxazole- 3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-cyclopropylisoxazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3,5-dimethyl-1H- pyrazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,5-dimethylpyrazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(4-methyloxazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3-cyclopropyl-1H- pyrazole-4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,4,5,6- tetrahydrocyclopenta[c] pyrazole-3-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2,5-dimethyloxazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1,3-dimethylpyrazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(oxazole-5-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(isoxazole-4-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(1H-imidazole-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-(4-methylpiperazin-1- yl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(3H-imidazo[4,5- b]pyridine-6-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(5-methylpyridine-2- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-[(4-methylpiperazin- 1-yl)methyl]benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-[3-[(4-methylpiperazin- 1-yl)methyl]benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-[4- [(dimethylamino)methyl] benzoyl]-6-azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-[4-[(4-methylpiperazin- 1-yl)methyl]benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(1,5-dimethylpyrazole-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2,2- dimethylcyclopropanecarbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
(3-methyloxetan-3-yl) 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
(2-hydroxy-1,1-dimethyl-ethyl) 2-[(1,3-dihydropyrrolo[3,4- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(4-methylpyridine-3- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(3-cyclopropyl-1H- pyrazole-5-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(4-isoxazol-5-yl-1- methyl-pyrazole-3-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2,4-dimethyloxazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(1,4-dimethyl-4- piperidyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(2- cyanophenyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
(2-acetamido-1,1-dimethyl- ethyl) 2-[(1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(2-thiazol-2-ylacetyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(4-hydroxy-4-methyl- pentanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[(3-methyloxetan-3- yl)carbamoyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[4-(4-methylpiperazin-1- yl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[4-(4-methylpiperazin-1- yl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(2,2- dimethylcyclopropanecarbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(1,3,5-trimethylpyrazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide (isomer 1);
N-[[6-(1,3,5-trimethylpyrazole- 4-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide (isomer 2);
tert-butyl 2-[[(1,1,3,3- tetradeuteriopyrrolo[3,4- c]pyridine-2- carbonyl)amino]methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(3-cyclopropyl-1H- pyrazole-5-carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(4-isoxazol-5-yl-1- methyl-pyrazole-3-carbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(2,4-dimethyloxazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(2,2- dimethylcyclopropanecarbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[4-(4-methylpiperazine- 1-carbonyl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2,2- dimethylcyclopropanecarbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
(3-methyltetrahydrofuran-3-yl) 2-[(1,3-dihydropyrrolo[3,4- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
(2-hydroxy-2-methyl-propyl) 2-[(1,3-dihydropyrrolo[3,4- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(2,2- dimethylcyclopropanecarbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2,2- dimethylpropylsulfonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-(2,2- dimethylpropylsulfonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-(2,2- dimethylpropylsulfonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(4,4,4- trifluorobutanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
tert-butyl 2-[(pyrazolo[1,5- b]pyridazine-5- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(2,4-dimethyloxazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide (single isomer);
N-[[6-(2,4-dimethyloxazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[6-[2-(2-hydroxy-2-methyl- propoxy)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-[2-methyl-4- (trifluoromethyl)thiazole-5- carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2,2- dimethylcyclopropanecarbonyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
tert-butyl 2-[(imidazo[1,2- a]pyridin-6- ylmethylcarbamoylamino) methyl]-6-azaspiro[2.5]octane- 6-carboxylate;
N-[[6-[2-(2-hydroxy-2-methyl- propoxy)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(6-amino-3- pyridyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(morpholine-4- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[5-(trifluoromethyl)-1H- pyrazole-3-carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(4-hydroxy-4-methyl- pentanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
N-[[6-[4- (trifluoromethyl)pyridine-3- carbonyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(4- methyltetrahydropyran-4- yl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[2-(3-hydroxy-3-methyl- cyclobutyl)acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1H-pyrrolo[3,2- c]pyridine-2-carboxamide;
(2-hydroxy-2-methyl-propyl) 2-[(1H-pyrrolo[3,2-c]pyridine- 2-carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
tert-butyl 2-[(imidazo[1,2- b]pyridazine-6- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-[2-[4-methyl-1-(2,2,2- trifluoroethyl)-4- piperidyl]acetyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(2,4-dimethylthiazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-[4-(1-methyl-4- piperidyl)benzoyl]-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
tert-butyl 2-[[(6-amino-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carbonyl)amino]methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[[6-(2-pyrimidin-5-ylacetyl)- 6-azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
1,1,3,3-tetradeuterio-N-[[6-(3- methylbutanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]pyrrolo[3,4- c]pyridine-2-carboxamide;
(3-methyloxetan-3-yl) 2- [[(1,1,3,3- tetradeuteriopyrrolo[3,4- c]pyridine-2- carbonyl)amino]methyl]-6- azaspiro[2.5]octane-6- carboxylate;
1,1,3,3-tetradeuterio-N-[[6- (2,4-dimethyloxazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]pyrrolo[3,4- c]pyridine-2-carboxamide;
N-[(6-benzoyl-6- azaspiro[2.5]octan-2- yl)methyl]furo[2,3-c]pyridine- 2-carboxamide;
N-[[(2S)-6-(3- methylbutanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[(2R)-6-(3- methylbutanoyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
N-[[6-(4-methyloxazole-5- carbonyl)-6- azaspiro[2.5]octan-2- yl]methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
isopropyl 2-[(furo[2,3- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
(3-methyloxetan-3-yl) 2- [(furo[2,3-c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
N-[(6-benzoyl-6- azaspiro[2.5]octan-2- yl)methyl]-1,3- dihydropyrrolo[3,4-c]pyridine- 2-carboxamide;
(3-methyloxetan-3-yl) (2S)-2- [(1,3-dihydropyrrolo[3,4- c]pyridine-2- carbonylamino)methyl]-6- azaspiro[2.5]octane-6- carboxylate;
or a pharmaceutically acceptable salt thereof.

404 more elements

A process of preparing a compound of Formula I:

wherein:
R1 is (a) an 8-, 9-, or 10-membered bicyclic heteroaryl comprising one heteroatom selected from N, S, and O, and one, two, or three additional N atoms, wherein said bicyclic heteroaryl is unsubstituted or is substituted with one or more substituents selected from the group consisting of deuterium, amino, alkylamino, dialkylamino, alkyl, halo, cyano, haloalkyl, hydroxy, hydroxyalkyl, and alkoxy, and wherein one or more N atoms of said bicyclic heteroaryl is optionally an N-oxide;
or
(b) a five- or six-membered nitrogen-linked heterocycloalkyl ring fused to a phenyl or monocyclic five- or six-membered heteroaryl, wherein said phenyl or heteroaryl is unsubstituted or is substituted with one or more substituents selected from the group consisting of deuterium, amino, alkylamino, dialkylamino, alkyl, halo, cyano, haloalkyl, hydroxy, hydroxyalkyl, and alkoxy;
and
R1 is H, —(C1-4alkylene)0-1C(O)Ra, —(C1-4alkylene)0-1CO2Ra, —(C1-4alkylene)0-1S(O)Ra, —(C1-4alkylene)0-1SO2Ra, —C(O)NH(Ra), —C(O)N(Ra)2, or —C(O)C(O)NH(Ra);
wherein each Ra is independently
(1) alkyl, unsubstituted or substituted with one or more Rm substituents,
wherein each Rm is independently selected from the group consisting of deuterium, hydroxy, —NRbRc, alkoxy, cyano, halo, —C(O)alkyl, —CO2alkyl, —CONRbRc, —S(O)alkyl, —SO2alkyl, —SO2NRbRc, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, phenoxy, and —O-alkyl-OH;
wherein Rb is H or alkyl;
Rc is H, alkyl, alkoxyalkyl, haloalkyl, —C(O)alkyl, —CO2alkyl, —SO2alkyl, —C(O)NH2, or C(O)H;
and
each aryl, heteroaryl, cycloalkyl, and heterocycloalkyl group within Rm is unsubstituted or substituted with one or more substituents independently selected from the group consisting of alkyl, haloalkyl, hydroxy, —NRbRc, alkoxy, haloalkoxy, cyano, halo, oxo, —C(O)alkyl, —CO2alkyl, —C(O)— heterocycloalkyl, —CONRbRc, —S(O)alkyl, —SO2alkyl, —SO2-haloalkyl, —SO2NRbRc, aryl, heteroaryl, cycloalkyl, and heterocycloalkyl;
or two substituents taken together form a fused heteroaryl, cycloalkyl, or heterocycloalkyl ring;
wherein each alkyl or alkoxy is unsubstituted or substituted with phenyl, —NRbRc, heterocycloalkyl, heteroaryl, or —C(O)alkyl;
and
each aryl, heteroaryl, cycloalkyl, and heterocycloalkyl is unsubstituted or substituted with alkyl, halo, or —C(O)alkyl;
(2) phenyl, cycloalkyl, heteroaryl, or heterocycloalkyl, each unsubstituted or substituted with one or more Rg substituents;
wherein each Rg is independently selected from the group consisting of alkyl, haloalkyl, hydroxy, —NRbRc, alkoxy, haloalkoxy, cyano, halo, oxo, —C(O)alkyl, —CO2alkyl, —C(O)-heterocycloalkyl, —CONRbRc, —S(O)alkyl, —SO2alkyl, —SO2-haloalkyl, —SO2NRbRc, aryl, heteroaryl, cycloalkyl, and heterocycloalkyl;
or two Rg substituents taken together form a fused phenyl, heteroaryl, cycloalkyl, or heterocycloalkyl ring;
wherein each alkyl or alkoxy is unsubstituted or substituted with —NRbRc, heterocycloalkyl, heteroaryl, or —C(O)alkyl;
and
each aryl, heteroaryl, cycloalkyl, and heterocycloalkyl is unsubstituted or substituted with alkyl, halo, —CO2alkyl, or —C(O)alkyl;
or
(3) —NRxRy,
wherein Rx is H or alkyl;
and
Ry is H, alkyl, alkoxyalkyl, haloalkyl, —C(O)alkyl, —CO2alkyl, or —SO2alkyl;
R2 and R3 are each independently H or deuterium;
and
n is 1 or 2;
or a pharmaceutically acceptable salt thereof,
wherein the process comprises a step of contacting a Compound A:
wherein X is —OH, chloro, or bromo,
with a Compound B:
in the presence of a suitable coupling reagent to give the compound of Formula (I).

33 more elements

Dependencies are inferred from the claim text.

Facts

Application: 16/944,581Filed 31 Jul 2020
Priority: 2 Mar 2012
Published: 10 Jun 2021
Term ends: Not estimatedThe source records don’t support an estimate.

Classification29 codes

C07D 519/00
Heterocyclic compounds containing more than one system of two or more relevant
A61K 31/438
Having six-membered rings with one nitrogen as the only ring hetero atom: the ring being spiro-condensed with carbocyclic or heterocyclic ring systems
A61K 31/444
Containing further heterocyclic ring systems: containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
A61K 31/4545
Containing further heterocyclic ring systems: containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine

Family

Application61/606,291Us provisional application · filed 2 Mar 2012
Application14/382,210Continuation · filed 29 Aug 2014
Application15/473,110Continuation · filed 29 Mar 2017
Application15/936,086Continuation · filed 26 Mar 2018
Application16/944,581Continuation
US 10,730,889 B2Related patent
US 11,485,745 B2Related patent
US 2016/0002266 A1Published application
US 2017/0216262 A1Published application
US 2018/0339998 A1Published application
US 9,822,129 B2Related patent
US 2021/0171545 A1This patent

From the US filing history. Foreign family members aren’t listed.

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Citations

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Abstract

Provided are amido spirocyclic amide and sulfonamide compounds, pharmaceutical compositions comprising such compounds, and methods of treatment using such compounds.

A compound of Formula I:

wherein:
R is (a) an 8-, 9-, or 10-membered bicyclic heteroaryl comprising one heteroatom selected from N, S, and O, and one, two, or three additional N atoms, wherein said bicyclic heteroaryl is unsubstituted or is substituted with one or more substituents selected from the group consisting of deuterium, amino, alkylamino, dialkylamino, alkyl, halo, cyano, haloalkyl, hydroxy, hydroxyalkyl, and alkoxy, and wherein one or more N atoms of said bicyclic heteroaryl is optionally an N-oxide;
or
(b) a five- or six-membered nitrogen-linked heterocycloalkyl ring fused to a phenyl or monocyclic five- or six-membered heteroaryl, wherein said phenyl or heteroaryl is unsubstituted or is substituted with one or more substituents selected from the group consisting of deuterium, amino, alkylamino, dialkylamino, alkyl, halo, cyano, haloalkyl, hydroxy, hydroxyalkyl, and alkoxy;
and
R1 is H, —(C1-4alkylene)0-1C(O)Ra, —(C1-4alkylene)0-1CO2Ra, —(C1-4alkylene)0-1S(O)Ra, —(C1-4alkylene)0-1SO2Ra, —C(O)NH(Ra), —C(O)N(Ra)2, or —C(O)C(O)NH(Ra);
wherein each Ra is independently
(1) alkyl, unsubstituted or substituted with one or more Rm substituents,
wherein each Rm is independently selected from the group consisting of deuterium, hydroxy, —NRbRc, alkoxy, cyano, halo, —C(O)alkyl, —CO2alkyl, —CONRbRc, —S(O)alkyl, —SO2alkyl, —SO2NRbRc, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, phenoxy, and —O-alkyl-OH;
wherein Rb is H or alkyl;
Rc is H, alkyl, alkoxyalkyl, haloalkyl, —C(O)alkyl, —CO2alkyl, —SO2alkyl, —C(O)NH2, or C(O)H;
and
each aryl, heteroaryl, cycloalkyl, and heterocycloalkyl group within Rm is unsubstituted or substituted with one or more substituents independently selected from the group consisting of alkyl, haloalkyl, hydroxy, —NRbRc, alkoxy, haloalkoxy, cyano, halo, oxo, —C(O)alkyl, —CO2alkyl, —C(O)— heterocycloalkyl, —CONRbRc, —S(O)alkyl, —SO2alkyl, —SO2-haloalkyl, —SO2NRbRc, aryl, heteroaryl, cycloalkyl, and heterocycloalkyl;
or two substituents taken together form a fused heteroaryl, cycloalkyl, or heterocycloalkyl ring;
wherein each alkyl or alkoxy is unsubstituted or substituted with phenyl, —NRbRc, heterocycloalkyl, heteroaryl, or —C(O)alkyl;
and
each aryl, heteroaryl, cycloalkyl, and heterocycloalkyl is unsubstituted or substituted with alkyl, halo, or —C(O)alkyl;
(2) phenyl, cycloalkyl, heteroaryl, or heterocycloalkyl, each unsubstituted or substituted with one or more Rg substituents;
wherein each Rg is independently selected from the group consisting of alkyl, haloalkyl, hydroxy, —NRbRc, alkoxy, haloalkoxy, cyano, halo, oxo, —C(O)alkyl, —CO2alkyl, —C(O)-heterocycloalkyl, —CONRbRc, —S(O)alkyl, —SO2alkyl, —SO2-haloalkyl, —SO2NRbRc, aryl, heteroaryl, cycloalkyl, and heterocycloalkyl;
or two Rg substituents taken together form a fused phenyl, heteroaryl, cycloalkyl, or heterocycloalkyl ring;
wherein each alkyl or alkoxy is unsubstituted or substituted with —NRbRc, heterocycloalkyl, heteroaryl, or —C(O)alkyl;
and
each aryl, heteroaryl, cycloalkyl, and heterocycloalkyl is unsubstituted or substituted with alkyl, halo, —CO2alkyl, or —C(O)alkyl;
or
(3) —NRxRy,
wherein Rx is H or alkyl;
and
Ry is H, alkyl, alkoxyalkyl, haloalkyl, —C(O)alkyl, —CO2alkyl, or —SO2alkyl;
R2 and R3 are each independently H or deuterium;
and
n is 1 or 2;
or a pharmaceutically acceptable salt thereof.

29 more elements

Facts

Application

16/944,581Filed 31 Jul 2020

Priority

2 Mar 2012

Published

10 Jun 2021

Term ends

Not estimatedThe source records don’t support an estimate.

Classification29 codes

C07D 519/00
Heterocyclic compounds containing more than one system of two or more relevant
A61K 31/438
Having six-membered rings with one nitrogen as the only ring hetero atom: the ring being spiro-condensed with carbocyclic or heterocyclic ring systems
A61K 31/444
Containing further heterocyclic ring systems: containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
A61K 31/4545
Containing further heterocyclic ring systems: containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine

Family

Application61/606,291Us provisional application · filed 2 Mar 2012

Application14/382,210Continuation · filed 29 Aug 2014

Application15/473,110Continuation · filed 29 Mar 2017

Application15/936,086Continuation · filed 26 Mar 2018

Application16/944,581Continuation

US 10,730,889 B2Related patent

US 11,485,745 B2Related patent

US 2016/0002266 A1Published application

US 2017/0216262 A1Published application

US 2018/0339998 A1Published application

US 9,822,129 B2Related patent

US 2021/0171545 A1This patent

From the US filing history. Foreign family members aren’t listed.