http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-103735-A1

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_a73cee5001ad08339ae751c10d9abf71
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-4375
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-522
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D471-04
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-519
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P35-00
filingDate 2016-02-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_4647f871902032bb1beab8e4558aaf88
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_bd51afd756e0be2f3a0cd4994d3ebf00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_0bb225b895910f1b9435071fb850f02d
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_4c53abe927ead1a203d1713797aa347e
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_fab537b411dd3651bb0bb17f4f1ae538
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_49f376d0acc2a328575bd3be0ee430a3
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_2e5088564da8a0cc908ebfff149d0aba
publicationDate 2017-05-31-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-103735-A1
titleOfInvention BICYCLIC HETEROCICLES AS FGFR INHIBITORS
abstract Claim 1: A compound of formula (1), or a pharmaceutically acceptable salt thereof, characterized in that: ring A is a C₆₋₁₀ aryl or a 5-10 membered heteroaryl having carbons and between 1 and 4 heteroatoms as annular members selected from O, N and S, where each of the N and S are optionally oxidized; each R¹² is independently selected from halo, C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₁₋₆ haloalkyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, 5-10 membered heteroaryl, 4-10 heterocycloalkyl members, (Cil aryl) - (C₁₋₄ alkyl) -, (C₃₋₁₀ cycloalkyl) -, (5-10 membered heteroaryl) - (C₁₋₄ alkyl) -, ( 4-10 membered heterocycloalkyl) - (C₁₋₄ alkyl) -, CN, NO₂, ORᵃ, SRᵃ, C (O) Rᵃ, C (O) NRᵃRᵃ, C (O) ORᵃ, OC (O) Rᵃ, OC ( O) NRᵃRᵃ, NRᵃRᵃ, NRᵃORᵃ, NRᵃC (O) Rᵃ, NRᵃC (O) ORᵃ, NRᵃC (O) NRᵃRᵃ, C (= NRᵃ) Rᵃ, C (= NRᵃ) NRᵃRᵃ, NRᵃC (= NRᵃ) NRᵃRᵃ, NRᵃS (O ) Rᵃ, NRᵃS (O) ₂Rᵃ, NRᵃS (O) ₂NRᵃRᵃ, S (O) Rᵃ, S (O) NRᵃRᵃ, S (O) ₂Rᵃ, and S (O) ₂NRᵃRᵃ, where C₁₋₆ alkyl, C₂₋ alkenyl ₆, C₂₋₆ alkynyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, (Cil aryl) - (C₁₋₄ alkyl) -, (C₃₋₁₀ cycloalkyl) -, (5-10 membered heteroaryl) - (C₁₋₄ alkyl) - and (heterocycloalkyl of 4-10 members) - (C₁₋₄ alkyl) - are each optionally substituted with 1, 2, 3 or 4 independently selected Rᵇ substituents; or two adjacent R¹² substituents of ring A considered together with the atoms to which they are attached form a fused 5 or 6 membered cycloalkyl ring, a 5 or 6 membered heterocycloalkyl ring, phenyl or a 5 or 6 membered heteroaryl ring, where the heterocycloalkyl or heteroaryl have 1-2 heteroatoms as ring members selected from O, N and S; each Rᵃ is independently selected from H, C₁₋₆ alkyl, C₁₋₄ haloalkyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, (Cil aryl) - ( C₁₋₄ alkyl) -, (C₃₋₁₀ cycloalkyl) - (C10 alkyl) -, (5-10 membered heteroaryl) - (C₁₋₄ alkyl) - and (4-10 membered heterocycloalkyl) - (alkyl C₁₋₄) -, where C₁₋₆ alkyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, (Cil aryl) - (C₁₋₄ alkyl) -, (C₃₋₁₀ cycloalkyl) - (C₁₋₄ alkyl) -, (5-10 membered heteroaryl) - (C₁₋₄ alkyl) - and (4-10 membered heterocycloalkyl) - (C₁₋₄ alkyl) - of Rᵃ are each optionally substituted with 1, 2, 3, 4 or 5 independently selected Rᵈ substituents; or any two Rᵃ substituents attached to the same N atom, together with the N atom to which they are attached, form a 4, 5, 6 or 7-membered heterocycloalkyl group optionally substituted with 1, 2 or 3 independently selected Rʰ substituents; each Rᵇ is independently selected from halo, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, (aryl C₆₋₁₀) - ( C₁₋₄ alkyl) -, (C₃₋₁₀ cycloalkyl) - (C10 alkyl) -, (5-10 membered heteroaryl) - (C₁₋₄ alkyl) - and (4-10 membered heterocycloalkyl) - (alkyl C₁₋₄) -, CN, NO₂, ORᶜ, SRᶜ, C (O) Rᶜ, C (O) NRᶜRᶜ, C (O) ORᶜ, OC (O) Rᶜ, OC (O) NRᶜRᶜ, C (= NRᶜ) NRᶜRᶜ , NRᶜC (= NRᶜ) NRᶜRᶜ, NRᶜRᶜ, NRᶜC (O) Rᶜ, NRᶜC (O) ORᶜ, NRᶜC (O) NRᶜRᶜ, NRᶜS (O) Rᶜ, NRᶜS (O) ₂Rᶜ, NRᶜS (O) ₂NRᶜRᶜ, S (O) Rᶜ, S (O) NRᶜRᶜ, S (O) ₂Rᶜ and S (O) ₂NRᶜRᶜ; where C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, (Cil aryl) - (alkyl C₁₋₄) -, (C₃₋₁₀ cycloalkyl) - (C₁₋₄ alkyl) -, (5-10 membered heteroaryl) - (C₁₋₄ alkyl) - and (4-10 membered heterocycloalkyl) - (C₁ alkyl ₋₄) - of Rᵇ are each optionally substituted with 1, 2, 3, 4 or 5 independently selected Rᶠ substituents; each Rᶜ is independently selected from H, C₁₋₆ alkyl, C₁₋₄ haloalkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, 5-10 membered heteroaryl, 4-10 heterocycloalkyl members, (Cil aryl) - (C₁₋₄ alkyl) -, (C₃₋₁₀ cycloalkyl) -, (5-10 membered heteroaryl) - (C₁₋₄ alkyl) - and ( 4-10 membered heterocycloalkyl) - (C₆₋₁₀ alkyl) -, wherein said C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, (Cil aryl) - (C₁₋₄ alkyl) -, (C₃₋₁₀ cycloalkyl) -, (5-10 membered heteroaryl) - (C₁₋ alkyl ₄) - and (4-10 membered heterocycloalkyl) - (C₁₋₄ alkyl) - of Rᶜ are each optionally substituted with 1, 2, 3, 4 or 5 independently selected Rᶠ substituents; or any two Rᶜ substituents attached to the same N atom, together with the N atom to which they are attached, form a 4, 5, 6 or 7-membered heterocycloalkyl group optionally substituted with 1, 2 or 3 independently selected Rʰ substituents; each Rᵈ is independently selected from C₁₋₄ alkyl, C₁₋₄ haloalkyl, halo, CN, ORᵉ, SRᵉ, C (O) Rᵉ, C (O) NRᵉRᵉ, C (O) ORᵉ, OC (O) Rᵉ, OC ( O) NRᵉRᵉ, NRᵉRᵉ, NRᵉC (O) Rᵉ, NRᵉC (O) NRᵉRᵉ, NRᵉC (O) ORᵉ, C (= NRᵉ) NRᵉRᵉ, NRᵉC (= NRᵉ) NRᵉRᵉ, S (O) Rᵉ, S (O) NRᵉRᵉ, S (O) ₂Rᵉ, NRᵉS (O) ₂Rᵉ, NRᵉS (O) ₂NRᵉRᵉ and S (O) ₂NRᵉRᵉ; each Rᶠ is independently selected from C₁₋₄ alkyl, C₁₋₄ haloalkyl, halo, CN, ORᵍ, SRᵍ, C (O) Rᵍ, C (O) NRᵍRᵍ, C (O) ORᵍ, OC (O) Rᵍ, OC ( O) NRᵍRᵍ, NRᵍRᵍ, NRᵍC (O) Rᵍ, NRᵍC (O) NRᵍRᵍ, NRᵍC (O) ORᵍ, C (= NRᵍ) NRᵍRᵍ, NRᵍC (= NRᵍ) NRᵍRᵍ, S (O) Rᵍ, S (O) NRᵍRᵍ, S (O) ₂Rᵍ, NRᵍS (O) ₂Rᵍ, NRᵍS (O) ₂NRᵍRᵍ and S (O) ₂NRᵍRᵍ; each Rʰ is independently selected from C₁₋₆ alkyl, C₃₋₇ cycloalkyl, 4-7 membered heterocycloalkyl, C₆₋₁₀ aryl, 5-6 membered heteroaryl, C₁₋₆ haloalkyl, halo, CN, ORⁱ, SRⁱ, C ( O) Rⁱ, C (O) NRⁱRⁱ, C (O) ORⁱ, OC (O) Rⁱ, OC (O) NRⁱRⁱ, NRⁱRⁱ, NRⁱC (O) Rⁱ, NRⁱC (O) NRⁱRⁱ, NRⁱC (O) ORⁱ, C ( = NRⁱ) NRⁱRⁱ, NRⁱC (= NRⁱ) NRⁱRⁱ, S (O) Rⁱ, S (O) NRⁱRⁱ, S (O) ₂Rⁱ, NRⁱS (O) ₂Rⁱ, NRⁱS (O) ₂NRⁱRⁱ, and S (O) ₂NRⁱRⁱ, where said C₁₋₆ alkyl, C₃₋₇ cycloalkyl, 4-7 membered heterocycloalkyl, C₆₋₁₀ aryl and 5-6 R hetero heteroaryl are optionally substituted with 1, 2 or 3 independently selected Rʲ substituents; each Rʲ is independently selected from halo, C₁₋₄ alkyl, C₁₋₄ haloalkyl, CN, ORᵏ, SRᵏ, C (O) Rᵏ, C (O) NRᵏRᵏ, C (O) ORᵏ, OC (O) Rᵏ, OC ( O) NRᵏRᵏ, NRᵏRᵏ, NRᵏC (O) Rᵏ, NRᵏC (O) NRᵏRᵏ, NRᵏC (O) ORⁱ, C (= NRᵏ) NRᵏRᵏ, NRᵏC (= NRᵏ) NRᵏRᵏ, S (O) Rᵏ, S (O) NRᵏRᵏ, S (O) ₂Rᵏ, NRᵏS (O) ₂Rᵏ, NRᵏS (O) ₂NRᵏRᵏ and S (O) ₂NRᵏRᵏ; each Rᵉ, Rᵍ, Rⁱ or Rᵏ is independently selected from H, C₁₋₄ alkyl, C₆₋₁₀ aryl, C₁₋₄ haloalkyl, C₂₋₄ alkenyl and C₂₋₄ alkynyl, where C₁₋₄ alkyl, C₆₋₁₀ aryl , C₂₋₄ alkenyl or C₂₋₄ alkynyl is optionally substituted with 1, 2 or 3 substituents independently selected from OH, CN, amino, halo, C₁₋₄ alkyl, C₁₋₄ alkoxy, C₁₋₄ alkylthio, C₁₋₄ alkylamino , di (C₁₋₄ alkyl) amino, C₁₋₄ haloalkyl and C₁₋₄ haloalkoxy; or any two Rᵉ substituents attached to the same N atom, together with the N atom to which they are attached, form a 4, 5, 6 or 7-membered heterocycloalkyl group optionally substituted with 1, 2 or 3 independently selected Rʰ substituents; or any two Rᵍ substituents attached to the same N atom, together with the N atom to which they are attached, form a 4, 5, 6 or 7-membered heterocycloalkyl group optionally substituted with 1, 2 or 3 independently selected Rʰ substituents; or any two Rⁱ substituents attached to the same N atom, together with the N atom to which they are attached, form a 4, 5, 6 or 7-membered heterocycloalkyl group optionally substituted with 1, 2 or 3 independently selected Rʰ substituents; X¹ is -CR¹⁰R¹¹- or -NR⁷-; X² is N or CR⁶; R¹³ is H, CN, NRᶜ⁴Rᵈ⁴, OR¹ or -C (O) NHRᵉ, where R¹ is C₁₋₃ alkyl or C₁₋₃ haloalkyl; R² is H, halo, C₁₋₃ alkyl, C₁₋₃ haloalkyl, CN or C₁₋₃ alkoxy; R³ is H, halo, C₁₋₃ alkyl, C₁₋₃ haloalkyl, CN or C₁₋₃ alkoxy; R¹⁴ is H, CN, NRᶜ⁴Rᵈ⁴, OR⁴ or -C (O) NHRᵍ, where R⁴ is C₁₋₃ alkyl or C₁₋₃ haloalkyl; R⁵ is H, halo, C₁₋₃ alkyl, C₁₋₃ haloalkyl, CN or C₁₋₃ alkoxy; R⁶ is selected from H, halo, CN, ORᵃ⁴, SRᵃ⁴, C (O) NRᶜ⁴Rᵈ⁴, OC (O) NRᶜ⁴Rᵈ⁴, NRᶜ⁴Rᵈ⁴, NRᶜ⁴C (O) Rᵇ⁴, NRᶜ⁴C (O) ORᵃ⁴, NRᶜ⁴C (O) NRᶜ⁴Rᵈ⁴, NRᶜ⁴S (O) Rᵇ⁴, NRᶜ⁴S (O) ₂Rᵇ⁴, NRᶜ⁴S (O) ₂NRᶜ⁴Rᵈ⁴, S (O) Rᵇ⁴, S (O) NRᶜ⁴Rᵈ⁴, S (O) ₂Rᵇ⁴, S (O) ₂NRᶜ⁴Rᵈ⁴, C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂ alkynyl ₋₆, C₁₋₆ haloalkyl, phenyl, C₃₋₆ cycloalkyl, a 5-6 membered heteroaryl having carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S, and a 4-7 membered heterocycloalkyl that it has carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S; wherein said C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, phenyl, C₃₋₆ cycloalkyl, 5-6 membered heteroaryl and 4-7 membered heterocycloalkyl groups are each optionally substituted with 1, 2 or 3 substituents independently selected from R¹⁰A; R⁷ is selected from H, C (O) NRᶜ⁴Rᵈ⁴, S (O) Rᵇ⁴, S (O) NRᶜ⁴Rᵈ⁴, S (O) ₂Rᵇ⁴, S (O) ₂NRᶜ⁴Rᵈ⁴, C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl , C₁₋₆ haloalkyl, phenyl, C₃₋₆ cycloalkyl, 5-10 membered heteroaryl having carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S, 4-10 membered heterocycloalkyl having carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S, (Cil aryl) - (C₁₋₄ alkyl) -, (C₃₋₁₀ alkyl) - (C₁₋₄ alkyl) -, (5 - heteroaryl 10 members) - (C₁₋₄ alkyl) - and (4-10 membered heterocycloalkyl) - (C (alkyl) -; wherein said groups C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, phenyl, C₃₋₆ cycloalkyl, 5-10 membered heteroaryl, 4-7 membered heterocycloalkyl, (Cil aryl) - (C₁₋₄ alkyl) -, (C₃₋₁₀ cycloalkyl) - (C₁ alkyl ₄) -, (5-10 membered heteroaryl) - (C₁₋₄ alkyl) - and (4-10 membered heterocycloalkyl) - (C₁₋₄ alkyl) - of R⁷ are each optionally substituted with 1, 2 or 3 substituents independently selected from R¹⁰A; or two R¹⁰A substituents attached to the adjacent ring atoms of the aryl or heteroaryl ring of R⁷, considered together with the atoms to which they are attached form a condensed C₅₋₆ cycloalkyl ring or a fused 5-6 membered heterocycloalkyl ring having 1-2 heteroatoms as ring members independently selected from O, N and S, where the nitrogen and sulfur atoms are each optionally oxidized and the condensed C₅₋₆ cycloalkyl ring or the condensed 5-6 membered heterocycloalkyl is optionally substituted with 1 to 2 independently selected R¹⁹ groups; R¹⁰ and R¹¹ are each independently selected from H, C₂₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₁₋₆ haloalkyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, a 5-10 membered heteroaryl moiety which - it has carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S, and a 4-10 membered heterocycloalkyl moiety having carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S; wherein said C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₆₋₁₀ aryl, C₃₋₁₀ cycloalkyl, 5-10 membered heteroaryl and 4-10 membered heterocycloalkyl groups of R¹⁰ and R¹¹ are each optionally substituted with 1, 2 or 3 R¹⁰A; alternatively, R¹⁰ and R¹¹ together with the carbon atom to which they are attached form a 3, 4, 5, 6 or 7-membered cycloalkyl group or a 4, 5, 6, 7, 8, 9 or 10 heterocycloalkyl group members; wherein said 3, 4, 5, 6 or 7-membered cycloalkyl group and 4, 5, 6, 7, 8, 9 or 10-membered heterocycloalkyl group are each optionally substituted with 1, 2, 3 or 4 R¹⁰A; each R¹⁰A is independently selected from halo, CN, NO₂, ORᵃ⁴, SRᵃ⁴, C (O) Rᵇ⁴, C (O) NRᶜ⁴Rᵈ⁴, C (O) ORᵃ⁴, OC (O) Rᵈ⁴, OC (O) NRᶜ⁴Rᵈ⁴, C (= NRᵉ⁴ ) NRᶜ⁴Rᵈ⁴, NRᶜ⁴C (= NRᵉ⁴) NRᶜ⁴Rᵈ⁴, NRᶜ⁴Rᵈ⁴, NRᶜ⁴C (O) Rᵇ⁴, NRᶜ⁴C (O) ORᵃ⁴, NRᶜ⁴C (O) NRᶜ⁴Rᵈ⁴, NRᶜ⁴S (O) Rᵇ⁴, NRᶜ⁴S (O) ₂Rᵇ⁴, NRᶜ⁴S (O) ₂NRᶜ⁴Rᵈ⁴, S ( O) Rᵇ⁴, S (O) NRᶜ⁴Rᵈ⁴, S (O) ₂Rᵇ⁴, S (O) ₂NRᶜ⁴Rᵈ⁴, C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₁₋₆ haloalkyl, phenyl, C₃₋₆ cycloalkyl, a 5-6 membered heteroaryl having carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S, and a 4-7 membered heterocycloalkyl moiety having carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S; wherein said C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, phenyl, C₃₋₆ cycloalkyl, 5-6 membered heteroaryl and 4-7 membered heterocycloalkyl groups are each optionally substituted with 1, 2 or 3 substituents independently selected from R¹⁹; each Rᵃ⁴, Rᵇ⁴, Rᶜ⁴ and Rᵈ⁴ is independently selected from H, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₁₋₄ haloalkyl, phenyl, C₃₋₆ cycloalkyl, a 5-6 membered heteroaryl moiety which it has carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S, and a 4-7 membered heterocycloalkyl moiety having carbons and 1, 2 or 3 heteroatoms independently selected from N, O and S; wherein said C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, phenyl, C₃₋₆ cycloalkyl, 5-6 membered heteroaryl and 4-7 membered heterocycloalkyl groups of Rᵃ⁴, Rᵇ⁴, Rᶜ⁴ and Rᵈ⁴ are each substituted optionally with 1, 2 or 3 substituents independently selected from R¹⁹; alternatively, Rᶜ⁴ and Rᵈ⁴ together with the nitrogen atom to which they are attached, form a 4, 5, 6 or 7-membered heterocycloalkyl group that is optionally substituted with 1, 2 or 3 substituents independently selected from R¹⁹; each Rᵉ⁴ is independently H or C₁₋₄ alkyl; each R¹⁹ is independently selected from halo, -CN, NO₂, ORᵃ⁹, SRᵃ⁹, C (O) Rᵇ⁹, C (O) NRᶜ⁹Rᵈ⁹, C (O) ORᵃ⁹, OC (O) Rᵇ⁹, OC (O) NRᶜ⁹Rᵈ⁹, NRᶜ⁹Rᵈ⁹, NRᶜ⁹C (O) Rᵇ⁹, NRᶜ⁹C (O) ORᵃ⁹, NRᶜ⁹C (O) NRᶜ⁹Rᵈ⁹, NRᶜ⁹S (O) Rᵇ⁹, NRᶜ⁹S (O) ₂Rᵇ⁹, NRᶜ⁹S (O) ₂NRᶜ⁹Rᵈ⁹, S (O) Rᵇ⁹, S (O) NRᶜ⁹Rᵈ⁹, S (O ) ₂Rᵇ⁹, S (O) ₂NRᶜ⁹Rᵈ⁹, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, 4-6 membered heterocycloalkyl and C₁₋₄ haloalkyl, where C₁₋₄ alkyl, alkenyl C₂₋₄, C₂₋₄ alkynyl, C₃₋₆ cycloalkyl, 4-6 membered heterocycloalkyl and C₁₋₄ haloalkyl of R¹⁹ are each optionally substituted with 1 or 2 R²⁰ substituents independently selected from H, halo, CN, NO₂, ORq, SRq, C (O) Rq, C (O) NRqRq, C (O) ORq, OC (O) Rq, OC (O) NRqRq, NRqRq, NRqC (O) Rq, NRqC (O) ORq, NRqC ( O) NRqRq, NRqS (O) Rq, NRqS (O) ₂Rq, NRqS (O) ₂NRqRq, S (O) Rq, S (O) NRqRq, S (O) ₂Rq, S (O) ₂NRqRq, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₃₋ cycloalkyl ₆ and C₁₋₄ haloalkyl, where each Rq is independently H or C₁₋₄ alkyl; each Rᵃ⁹, Rᶜ⁹ and Rᵈ⁹ is independently selected from H and C₁₋₄ alkyl; each Rᵇ⁹ is independently C₁₋₄ alkyl; and the subscript n is 0, 1, 2 or 3.
priorityDate 2015-02-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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isDiscussedBy http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458394811
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458396401
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458393742
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID457444288
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID456171974

Total number of triples: 25.