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filingDate 2015-01-05-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 2018-05-24-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_6bd418c9d47f6edcf324c17c46401d7d
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publicationDate 2018-05-24-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber ES-2669208-T3
titleOfInvention Pyrrolidinylsulfone derivatives and their use as gamma ROR modulators
abstract A compound according to claim 1 having the following formula ** Formula ** or a stereoisomer or a pharmaceutically acceptable salt thereof, wherein: R1 is halo, phenyl substituted with 0-3 R1a or substituted C1-6 alkyl with 0-3 R1a; R1a is, independently at each occurrence, hydrogen, CF3, halo, C1-3alkyl substituted with 0-3 Ra, - (CR2eR2f) r-ORb and - (CR2eR2f) r-phenyl substituted with 0-3 Ra R2 is hydrogen, SO2R2c, C1-3alkyl substituted with 0-3 R2a, CO2R2b, -C (O) R2d, -C (O) NR11R11; or a 5-7 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from N, O and S (O) p substituted with 0-3 Ra, R2a is hydrogen or C1-6 alkyl substituted with 0-3 Ra , R2b is hydrogen, C1-6 alkyl substituted with 0-3 Ra (Me, Et, tBu), C3-6 cycloalkyl substituted with 0-3 Ra, - (CR2eR2f) r-heterocycle with 5-7 members, comprising atoms of carbon and 1-4 heteroatoms selected from N, O, and S (O) p substituted with 0-3 Ra, or - (CR2eR2f) r-phenyl substituted with 0-3 Ra; R2c is independently at each occurrence hydrogen, C1-6 alkyl substituted with 0-3 Ra, C2-6 alkenyl substituted with 0-3 Ra, C3-10 cycloalkyl substituted with 0-3 Ra, C6-10 aryl substituted with 0-3 Ra or a 5-10 membered - (CR2eR2f) r- heterocycle containing 1-4 heteroatoms selected from N, O, and S (O) p, substituted with 0-3 Ra; R2d is, independently in each case, hydrogen, C1-3 alkyl substituted with 0-3 Rd (Me), C1-6 haloalkyl, C (O) NR11R11, C3-6 cycloalkyl substituted with 0-2 Rd, - (CR2eR2f) r-phenyl substituted with 0-2 Ra or 4-10 membered heterocycle containing 1-4 heteroatoms selected from N, O and S (O) p, substituted with 0-3 Ra; R2e and R2f are, independently at each occurrence, hydrogen, halogen, or C1-6 alkyl; R3 and R3 'are independently selected from hydrogen, halo, N3, CN, OR3b, -NH2, NH (C1-6alkyl), N (C1-6alkyl) 2, C1-6alkyl substituted with 0-3 R3a and cycloalkyl C3-10 replaced with 0-3 R3a; R3a is, independently in each case, hydrogen,> = O, halo, OCF3, OCHF2, CF3, CHF2, CN, NO2, - (CR2eR2f) r- ORb, - (CR2eR2f) rS (O) pRb, - (CR2eR2f) rC (O) Rb, - (CR2eR2f) rC (O) ORb, - (CR2eR2f) r-OC (O) Rb, - (CR2eR2f) r-NR11R11, - 30 (CR2eR2f) rC (O) NR11R11, - (CR2eR2f ) r-NRbC (O) Rc, - (CR2eR2f) r-NRbC (O) ORc, -NRbC (O) NR11R11, -S (O) pNR11R11, - NRbS (O) pRc, C1-6 alkyl substituted with 0- 3 Ra, C2-6 alkenyl substituted with 0-3 Ra, C2-6 alkynyl substituted with 0-3 Ra, C1-6 haloalkyl, - (CR2eR2f) 3-14 membered r-carbocycle substituted with 0-3 Ra, or - (CR2eR2f) 5-10 membered r-heterocycle comprising carbon atoms and 1-4 heteroatoms selected from N, O and S (O) p substituted with 0-3 Ra; and R3b is, independently at each occurrence, hydrogen, C1-3alkyl substituted with 0-3 Ra or phenyl substituted with 0-3 Ra; R11 is, independently at each occurrence, hydrogen, C1-3alkyl substituted with 0-3 Rf, CF3, C3-10 cycloalkyl substituted with 0-3 Rf, - (CR2eR2f) r-phenyl substituted with 0-3 Rd or - ( CR2eR2f) 5-7 membered r-heterocycle comprising carbon atoms and 1-4 heteroatoms selected from N, O, and S (O) p substituted with 0-3 Rd; or one R11 and a second R11, both attached to the same nitrogen atom, combine to form a heterocycle comprising carbon atoms and 1-4 heteroatoms selected from N, O, and S (O) p substituted with 0-3 Rd; Ra is, independently in each case, hydrogen,> = O, halo, OCF3, CF3, CHF2, CN, NO2, - (CR2eR2f) r-ORb, - (CR2eR2f) rS (O) pRb, - (CR2eR2f) rC ( O) Rb, - (CR2eR2f) rC (O) ORb, - (CR2eR2f) r-OC (O) Rb, - (CR2eR2f) r-NR11R11, - (CR2eR2f) rC (O) NR11R11, - (CR2eR2f) r- NRbC (O) Rc, - (CR2eR2f) r-NRbC (O) ORc, -NRbC (O) NR11R11, -S (O) pNR11R11, - NRbS (O) pRc, C1-3 alkyl substituted with 0-3 Rf, C1-6 haloalkyl, C2-6 alkenyl substituted with 0-3 Ra, C2-6 alkynyl substituted with 0-3 Ra, - (CR2eR2f) 3-14 membered r-carbocycle or - (CR2eR2f) r-heterocycle 5- 7-membered comprising carbon atoms and 1-4 heteroatoms selected from N, O, and S (O) p substituted with 0-3 Rf; Rb is, independently at each occurrence, hydrogen, C1-3alkyl substituted with 0-3 Rd, haloalkyl C1-6, C3-6 cycloalkyl substituted with 0-3 Rd, - (CR2eR2f) r-heterocycle of 5-7 members that it comprises 50 carbon atoms and 1-4 heteroatoms selected from N, O, and S (O) p substituted with 0-3 Rf or - (CR2eR2f) r-carbocycle of 6-members substituted with 0-3 Rd; Rc is, independently at each occurrence, C1-6 alkyl substituted with 0-3 Rf, - (CR2eR2f) r-cycloalkyl C3-6 substituted with 0-3 Rf or - (CR2eR2f) r-phenyl substituted with 0-3 Rf, Rd is, independently at each occurrence, hydrogen,> = O, halo, OCF3, CF3, CN, NO2, -ORe, - (CR2eR2f) r- C (O) Rc, -NReRe, -NReC (O) ORc, C (O) NReRe, -NReC (O) Rc, CO2Rc, -NReSO2Rc, SO2Rc, C1-3 alkyl substituted with 0-3 Rf, C3-6 cycloalkyl substituted with 0-3 Rf, - (CR2eR2f) r-phenyl substituted with 0-3 Rf or - (CR2eR2f) 5-7 membered r-heterocycle comprising carbon atoms and 1-4 heteroatoms selected from N, O and S (O) p substituted with 0-3 Rf; Re, independently at each occurrence, is selected from hydrogen, C (O) NRfRf, C1-6 alkyl, C3-6 cycloalkyl and - (CR2eR2f) r-phenyl substituted with 0-3 Rf; Rf is, independently in each case, hydrogen,> = O, halo, CN, NH2, NH (C1-6 alkyl), N (C1-6 alkyl) 2, SO2 (C1-6 alkyl), CO2H, CO2 (alkyl C1-6), OH, C3-6 cycloalkyl, CF3 or O (C1-6 alkyl); or Rf is, independently at each occurrence, an optionally substituted 5-10 membered - (CR2eR2f) r-heteroaryl comprising carbon atoms and 1-4 heteroatoms selected from N, O and S, phenyl or C3-6 cycloalkyl, each group optionally substituted with halo, CN, CF3, C1-6alkyl or O (C1-6alkyl); p and q, independently in each case, are 0, 1 or 2; and r is 0, 1 or 2.
priorityDate 2014-01-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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