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US 12,753,165 B2Granted
Aminopyrimidine compounds
AssigneeTyra Biosciences, Inc.
InventorsRobert L. Hudkins, Daniel C. Bensen
Life of this patent
Estimating the term…
Abstract
Disclosed herein are aminopyrimidine compounds that inhibit FGFR and methods of treating diseases and/or conditions (e.g., cancer) with the aminopyrimidine compounds disclosed herein.
Claims23
A compound of the formula IA, IB, II, or IIA, or a pharmaceutically acceptable salt thereof:
- wherein
- R1 is H, F, Cl, Br, C1-6alkyl, CN, C1-6haloalkyl, —C(O)NH2, —C(O)NHC1-6alkyl, or —C(O)N(C1-6alkyl)2;
- R2 is a heteroaryl comprising 5-10 atoms optionally substituted with 1, 2, 3, or 4 independently selected R5;
- X is selected from —CH— and N;
- R3 is H, F, Cl, Br, OC1-6alkyl, C1-6alkyl, C3-6cycloalkyl, C1-6haloalkyl, OC1-6haloalkyl, NO2, NH2, —NHCO—(C1-C6-alkyl), C1-6alk-NHC(O)CR10═CHR10, NHC(O)CR10═CHR10, —NHCOCH═CHCH2N(Me)2, NHSO2CR10═CHR10, or O(C1-6alk) heterocycloalkyl;
- R3a is H, F, Cl, OC1-6alkyl, C1-6alkyl, C3-6cycloalkyl, C1-6haloalkyl, OC1-6haloalkyl, NO2, NH2, —NHCO—(C1-C6-alkyl), C1-6alk-NHC(O)CR10═CHR10, NHC(O)CR10═CHR10, —NHCOCH═CHCH2N(Me)2, NHSO2CR10═CHR10, or O(C1-6alk) heterocycloalkyl;
- R5 is F, Cl, Br, C1-6alkyl, C3-6cycloalkyl, OC1-6alkyl, C(O)C1-6alkyl, hydroxyC1-6alkyl, NH2, C1-6alk-NHC(O)CR10═CHR10, NHC(O)CR10═CHR10, NHC(O)CH═CH—C1-6alk-NH2, NHC(O)CH═CH—C1-6alk-NHC1-6alkyl, NHC(O)CH═CH—C1-6alk-N(C1-6alkyl)2, NHSO2CR10═CHR10, NHC(O)C1-6alkyl, or NHC(O)C3-6cycloalkyl;
- each R10 is independently H, F, Cl, C1-6alkyl, C1-6haloalkyl, C1-6alkoxy, or C1-6hydroxyalkyl;
- R4 is selected from the group consisting of:
- W is selected from the group consisting of —CH2—, C(O)—, —CH(OH)— and —N(R8)—;
- R8 is selected from the group consisting of —H, optionally substituted C1-C6-alkyl, optionally substituted C1-C6-alkenyl, and —C3-C6-cycloalkyl;
- each instance of R9 is independently selected from the group consisting of optionally substituted C1-C6-alkyl, optionally substituted C1-C6-alkenyl, and C3-C6-cycloalkyl;
- and each optionally substituted alkyl or optionally substituted alkenyl, when substituted, is substituted with one or more independently selected hydroxy, halogen, C1-C3-alkoxy, C1-C3-alkylthio, —CN, C3-C6-cycloalkyl, C1-C3-hydroxyalkyl, C2-C6 alkenyl, C2-C6-alkynyl, —CF3, —OCF3, NH2, NHC1-6alkyl, N(C1-6alkyl)2.
10 more elements
Dependencies are inferred from the claim text.