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US 2006/0223996 A1Published application
IL-12 modulatory compounds
AssigneeSynta Pharmaceuticals Corp.
InventorsLijun Sun, Elena Kostik, Teresa Przewloka, Howard Ng, Dinesh Chimmanamada, Zachary Demko
Life of this patent
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Abstract
The invention relates to heterocyclic compounds, compositions including the compounds and methods of using and methods of making thereof. The compounds (and compositions) are useful, inter alia, in modulating IL-12 production and processes mediated by IL-12.
Claims74
A compound of formula (I):
- or a pharmaceutically acceptable salt;
- solvate, clathrate, hydrate or polymorph thereof, wherein:
- X and R1, taken together, are —C(O)NReRd;
- or
- X is represented by a formula selected from the group consisting of:
- R, for each occurrence, is independently H, an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted heterocycloalkyl, an optionally substituted heterocyclyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, —C(O)Rc, —ORk, —SRk, —NRhRj, hydroxylalkyl, nitro, cyano, haloalkyl, aminoalkyl, or —S(O)2Rc;
- R1 is R′-L′-R″;
- R′ is an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, or absent;
- L′ is O, S(O)p, N(Rk), N(Rk)C(O), C(O)N(Rk), C(O)O, or OC(O), or absent;
- and
- R″ is H, an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted heterocycloalkyl, an optionally substituted heterocyclyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, N(Rk)(CH2)nRg, —ORk, —SRk, —NRhRj, hydroxylalkyl, —C(O)Rc, —C(S)Rc, —C(NR)Rc, halo, haloalkyl, aminoalkyl, mercaptoalkyl, cyano, nitro, —S(O)Rc, —S(O)2Rc, —P(O)RcRc, —P(S)RcRc, or an optionally substituted alkylcarbonylalkyl;
- each of Q, U, and V are independently N or CRg, wherein at least one of Q, U, or V is N;
- and each CRg may be the same or different;
- R3 is Rg, —C(O)Rc, —OC(O)Rc, —SC(O)Rc, —NRkC(O)Rc, —C(S)Rc, —OC(S)Rc, —SC(S)Rc, —NRkC(S)Rc, —C(NR)Rc, —OC(NR)Rc, —SC(NR)Rc, —NRkC(NR)Rc, —S(O)2Rc, —S(O)Rc, —NRkS(O)2Rc, —OS(O)2Rc, —OP(O)RcRc, or —P(O)RcRc;
- R2 and R4 are, independently, H, an optionally substituted alkyl, an optionally substituted alkylcarbonyl, —ORk, —SRk, —NRhRj, hydroxylalkyl, —C(O)Rc, —OC(O)Rc, —SC(O)Rc, —NRkC(O)Rc, —C(S)Rc, —OC(S)Rc, —SC(S)Rc, —NRkC(S)Rc, —C(NR)Rc, —OC(NR)Rc, —SC(NR)Rc, NRkC(NR)Rc, SO2Rc, —S(O)Rc, —NRkSO2Rc, —OS(O)2Rc, —OP(O)RcRc, —P(O)RcRc, halo, 1haloalkyl, aminoalkyl, mercaptoalkyl, cyano, nitro, nitroso, azide, an optionally substituted alkylcarbonylalkyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aryl, an optionally substituted aralkyl, an optionally substituted heteroaryl, an optionally substituted heteroaralkyl, or isothionitro;
- or R2 and R4 taken together are ═O, ═S, or ═NR;
- Rc, for each occurrence, is independently, H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl, haloalkyl, —ORk, —SRk, —NRhRj, hydroxylalkyl, alkylcarbonylalkyl, mercaptoalkyl, aminoalkyl, sulfonylalkyl, sulfonylaryl, or thioalkoxy;
- Rd and Re, together with the nitrogen to which they are attached, form an optionally substituted heterocycloalkyl, an optionally substituted heterocyclyl, and an optionally substituted heteroaryl;
- Rg, for each occurrence, is independently, H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl, haloalkyl, —ORk, —SRk, —NRhRj, hydroxylalkyl, alkylcarbonylalkyl, mercaptoalkyl, aminoalkyl, sulfonylalkyl, sulfonylaryl, thioalkoxy, —C(O)Rc, —OC(O)Rc, —SC(O)Rc, —NRkC(O)Rc, —C(S)Rc, —OC(S)Rc, —SC(S)Rc, —NRkC(S)Rc, —C(NR)Rc, —OC(NR)Rc, —SC(NR)Rc, —NRkC(NR)Rc, —S(O)2Rc, —S(O)Rc, —NRkS(O)2Rc, —OS(O)2Rc, —OP(O)RcRc, —P(O)RcRc, halo, aminoalkyl, mercaptoalkyl, cyano, nitro, nitroso, or azide;
- Rh and Rj, for each occurrence, are independently H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl;
- or Rh and Rj taken together with the N to which they are attached is an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, or an optionally substituted heteroaryl;
- Rk, for each occurrence, is independently H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, or an optionally substituted heteroaryl;
- G is:
- Hydrazide;
- Hydrazone;
- Hydrazine;
- Hydroxylamine;
- Oxime;
- Amide;
- Ester;
- Carbonate;
- Carbamate;
- Thiocarbamate;
- —NRk—C(NR)—NRk—;
- —NRk—C(O)—NRk—;
- —NRk—C(S)—NRk—;
- —NRk—S(O)2—NRk—;
- Phosphoryl;
- an optionally substituted -Cyclyl-;
- an optionally substituted -Heterocyclyl-;
- an optionally substituted -Aryl-;
- an optionally substituted -Heteroaryl-;
- an optionally substituted -Heteroarylalkyl-;
- an optionally substituted -Heteroary-NRk—;
- an optionally substituted -Heteroaryl-S—;
- an optionally substituted -Heteroarylalkyl-O—;
- —Si(ORk)2—;
- —B(ORk)—;
- —C(NR)—NRk—;
- —N(Rk)—CRgRg—C(O)—;
- —C(O)—ON(Rk)—;
- —C(O)—N(Rk)O—;
- —C(S)—ON(Rk)—;
- —C(S)—N(Rk)O—;
- —C(N(Rk))—ON(Rk)—;
- —C(N(Rk))—NRkO—;
- —OS(O)2—N(Rk)N(Rk)—;
- —OC(O)—N(Rk)N(Rk)—;
- —OC(S)—N(Rk)N(Rk)—;
- —OC(N(Rk))—N(Rk)N(Rk)—;
- —N(Rk)N(Rk)S(O)2O—;
- —N(Rk)N(Rk)C(S)O—;
- —N(Rk)N(Rk)C(N(Rk))O—;
- —OP(O)(Rc)O—;
- —N(Rk)P(O)(Rc)O—;
- —OP(O)(Rc)N(Rk)—;
- —N(Rk)P(O)(Rc)N(Rk)—;
- —P(O)(Rc)O—;
- —P(O)(Rc)N(Rk)—;
- —N(Rk)P(O)(Rc)—;
- —O-alkyl-heterocyclyl-N(Rk)—;
- —N(Rk)CHRgC(O)N(Rk)CHRgC(O)—;
- —N(Rk)CHRgC(O)—;
- —N(Rk)C(O)CHRg—;
- —C(O)N(Rk)CHRgC(O)—;
- or G is absent;
- Y is a covalent bond, (CH(Rg))m, C(O), C(NR), O, S, S(O), S(O)2, N(ORk) or N(Rk);
- m is 0, 1, 2, 3, or 4;
- n is 0, 1, 2, 3, 4, 5, 6, or 7;
- p is 0, 1 or 2;
- Z is Nor CH;
- and
- W is O, S, S(O), S(O)2, NRm, or NC(O)Rm,
- wherein Rm is H, an optionally substituted alkyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted cycloalkyl, an optionally substituted heterocycloalkyl, or —C(O)Rc.
81 more elements
A compound selected from the group consisting of:
- 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, [6-(2,3-Dimethyl-1H-indol-5-ylcarbamoyl)-2-morpholin-4-yl-pyrimidin-4-yloxy]-acetic acid ethyl ester, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid (1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid m-tolylamide, 6-(2-Hydroxy-2-methyl-propoxy)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (5-furan-2-yl-1H-pyrazol-3-yl)-amide, 1-[2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-m-tolyl-urea, 1-[6-(2-Methylamino-ethoxy)-2-morpholin-4-yl-pyrimidin-4-yl]-3-m-tolyl-urea, 1-[6-(2-Hydroxy-2-methyl-propoxy)-2-morpholin-4-yl-pyrimidin-4-yl]-3-m-tolyl-urea, 1-[6-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-p-tolyl-thiourea, 1-(2-Bromo-4-methyl-phenyl)-3-[6-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-thiourea, 1-[2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-phenyl-urea, 1-[2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-p-tolyl-urea, 1-(3-Methoxy-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(4-Chloro-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(2-Methoxy-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-Benzyl-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, [6-(2.3-Dimethyl-1H-indol-5-ylcarbamoyl)-2-morpholin-4-yl-pyrimidin-4-yloxy]-acetic acid ethyl ester, 2-Morpholin-4-yl-6-[2-(2-oxo-oxazolidine-3-yl)-ethoxy]-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2,6-Di-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3,4-dimethyl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (1,2,3-trimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-carbamoyl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-dimethylamino-phenyl)-amide, 2-Morpholin-4-yl-6-[2-(4-oxy-morpholin-4-yl)-ethoxy]-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-Methoxy-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-Morpholin-4-yl-4-(2-morpholin-4-yl-ethoxy)-pyridine-2-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 4,6-Di-morpholin-4-yl-pyridine-2-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid methyl-(1,2,3-trimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid (6-methyl-benzothiazol-2-yl)-amide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid (9-ethyl-9H-carbazol-2-yl)-amide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid (6-methyl-pyridin-2-yl)-amide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid (4-methyl-pyridin-2-yl)-amide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid benzothiazol-6-ylamide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid naphthalen-2-ylamide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid quinolin-6-ylamide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid quinolin-5-ylamide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid indan-5-ylamide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-7-yl)-amide, 2-Morpholin-4-yl-6-(2-piperidin-1-yl-ethoxy)-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-[2-(2-oxo-oxazolidin-3-yl)-ethoxy]-pyrimidine-4-carboxylic acid (3-carbamoyl-phenyl)-amide, 2-Morpholin-4-yl-6-[2-(2-oxo-oxazolidin-3-yl)-ethoxy]-pyrimidine-4-carboxylic acid m-tolylamide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (5-thiophen-2-yl-1H-pyrazol-3-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-ethyl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-bromo-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (5-methyl-isoxazol-3-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (2-acetylamino-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-sulfamoyl-phenyl)-amide, 2,6-Di-morpholin-4-yl-pyrimidine-4-carboxylic acid (3,4-dimethyl-phenyl)-amide, 2,6-Di-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-carbamoyl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-dimethylcarbamoyl-phenyl)-amide, Indol-1-yl-[2morpholin-4-yl-6-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-methanone, (3,4-Dihydro-1H-isoquinolin-2-yl)-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-methanone, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid m-tolylamide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (4-dimethylamino-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid [3-(pyrrolidine-1-carbonyl)-phenyl]-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (2-methoxy-5-methyl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-hydroxy-phenyl)-amide, 6-Morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid m-tolylamide, 6-Morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-Morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid (6-methyl-benzothiazol-2-yl)-amide, 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-6-morpholin-4-yl-N-m-tolyl-isonicotinamide, N-(2,3-Dimethyl-1H-indol-5-yl)-2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-isonicotinamide, 1-[2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-3-m-tolyl-urea, 1-[6-Morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-3-m-tolyl-urea, 1-Methyl-3-[6-morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-1-m-tolyl-urea, 1-(4,6-Di-morpholin-4-yl-pyridin-2-yl)-3-m-tolyl-urea, 1-[4-Morpholin-4yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-2-yl]-3-m-tolyl-urea, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid 1H-indol-5-yl ester, 1H-Indole-5-carboxylic acid [2-morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-amide, 1H-Indole-5-carboxylic acid [6-morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-amide, 3-Methyl-N-[4-morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-2-yl]-benzamide, N-[4-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-2-yl]-isonicotinamide, 5-Methyl-isoxazole-3-carboxylic acid-[4-morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-2-yl]-amide, 6-Morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid N′-m-tolyl-hydrazide, 2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidine-4-carboxylic acid N′-m-tolyl-hydrazide, 6-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid N′-m-tolyl-hydrazide, 6-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid N′-(3,4-dimethyl-phenyl)-hydrazide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-isonicotinic acid N′-m-tolyl-hydrazide, [2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-carbamic acid m-tolyl ester, (2,3-Dimethyl-1H-indol-5-yl)-[2-morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-ylmethyl]-amine, N-[2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-N′-m-tolyl-oxalamide, N-(3-Hydroxy-phenyl)-N′-[2-morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-oxalamide, N-(3-Hydroxy-phenyl)-N′-[6-morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-oxalamide, and [6-Morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-carbamic acid m-tolyl ester, (2,3-Dimethyl-1H-indol-5-yl)-[2-morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-ylmethyl]-amine, N-[2-Morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-N′-m-tolyl-oxalamide, N-(3-Hydroxy-phenyl)-N′-[2-morpholin-4-yl-6-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-oxalamide, N-(3-Hydroxy-phenyl)-N′-[6-morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-oxalamide, and [6-Morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-pyrimidin-4-yl]-carbamic acid m-tolyl ester, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-2-oxo-ethylamino)-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(4-pyridin-2-yl-piperazin-1-yl)-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[Bis-(2-hydroxy-ethyl)-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-Dibutylamino-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-Diethylamino-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[4-(2-Hydroxy-ethyl)-piperazin-1-yl]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-(2-Dimethylamino-ethylamino)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, [6-(2,3-Dimethyl-1H-indol-5-ylcarbamoyl)-2-morpholin-4-yl-pyrimidin-4-ylamino]-acetic acid, [6-(2,3-Dimethyl-1H-indol-5-ylcarbamoyl)-2-morpholin-4-yl-pyrimidin-4-ylamino]-acetic acid methyl ester, 6-{[(2-Methoxy-ethylcarbamoyl)-methyl]-amino}-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[2-(4-Carbamoyl-piperidin-1-yl)-2-oxo-ethylamino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[2-(4-Hydroxy-piperidin-1-yl)-2-oxo-ethylamino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-({[(2-Hydroxy-ethyl)-methyl-carbamoyl]-methyl}-amino)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[2-(4-Acetyl-piperazin-1-yl)-2-oxo-ethylamino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethylamino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-(Carbamoylmethyl-amino)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-(Ethylcarbamoylmethyl-amino)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[2-(4-Methyl-piperazin-1-yl)-2-oxo-ethylamino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-{[(Butyl-methyl-carbamoyl)-methyl]-amino}-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-oxo-2-pyrrolidin-1-yl-ethylamino)-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-oxo-2-piperidin-1-yl-ethylamino)-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-(Cyclopentylcarbamoylmethyl-amino)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-[(m-tolylcarbamoyl-methyl)-amino]-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-(Dimethylcarbamoylmethyl-amino)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[Methyl-(2-morpholin-4-yl-2-oxo-ethyl)-amino]-2morpholin-4-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[Methyl-(2-morpholin-4-yl-2-oxo-ethyl)-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-oxo-2-piperidin-1-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-pyrazol-1-yl-phenyl)-amide, 6-[Methyl-(2-oxo-2-piperidin-1-yl-ethyl)-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-dimethylamino-phenyl)-amide, 6-(Carbamoylmethyl-methyl-amino)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 1-(3-Bromo-phenyl)-3-[6-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(3,4-Dichloro-phenyl)-3-[6-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-Indan-5-yl-3-[6morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-[6-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-(3-trifluoromethyl-phenyl)-urea, 1-(3,4-Dimethyl-phenyl)-3-[6-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-Benzo[1,3]dioxol-5-yl-3-[6-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-[6-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-naphthalen-2-yl-urea;
- 1-Fluoro-phenyl)-3[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(3-Chloro-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1(3-Cyano-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-[2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-(3-nitro-phenyl-urea, 1-(2-Bromo-phenyl3-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(3-Iodo-phenyl)-3-[2-morpholin-4-yl-6-[2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(3-Ethyl-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(2-Chloro-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(3-Methyl-2-oxo-2,3-dihydro-benzothiazol-6-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(3-Methyl-2-oxo-2,3-dihydro-benzooxazol-6-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(6-Chloro-benzooxazol-2-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy-pyrimidin-4-yl]-urea, 1-(2-Methyl-quinolin-6-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(1H-Indol-5-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(5-Hydroxy-naphthalen-1-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-4-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(6-Chloro-benzothiazol-2-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-[2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-quinolin-5-yl-urea, 1-(5-Cyclopropyl-[1,3,4]thiadiazol-2-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-[2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-(4-p-tolyl-thiazol-2-yl)-urea, 1-(4-Hydroxy-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(5-Furan-2-yl-2H-pyrazol-3-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 4,6-Di-morpholin-4-yl-pyridine-2-carboxylic acid (2,3-5dimethyl-1H-indol-5-yl)-amide (compound with methanesulfonic acid), 6-Morpholin-4-yl-4-(2-morpholin-4-yl-ethoxy)-pyridine-2-carboxylic acid (1,2,3-trimethyl-1H-indol-5-yl)-amide, 4,6-Di-morpholin-4-yl-pyridine-2-carboxylic acid (1,2,3-trimethyl-1H-indol-5-yl)-amide;
- 6-Morpholin-4-yl-4-(2-morpholin-4-yl-ethoxy)-pyridine-2-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide (compound with methanesulfonic acid), 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (2-chloro-pyridin-4-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (5-carbamoyl-pyridin-2-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (2-pyrrolidin-1-yl pyridin4-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-acetyl-phenyl)-amide, (E)-N-(3-(1-(2,2-dimethylhydrazono)ethyl)phenyl)-2-morpholino-6-(2-morpholinoethoxy)pyrimidine-4-carboxamide, (E)-N-(3-(1-(methoxyimino)ethyl)phenyl)-2-morpholino-6-(2-morpholinoethoxy)pyrimidine-4-carboxamide, 6-Morpholin-4-yl-4-(2-morpholin-4-yl-ethoxy)-pyridine-2-carboxylic acid (3-dimethylamino-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-4-morpholin-4-yl-pyridine-2-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-4-morpholin-4-yl-pyridine-2-carboxylic acid (3-dimethylamino-phenyl)-amide, 4-[(2-Methoxy-ethyl)-methyl-amino]-6-morpholin-4-yl-pyridine-2-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 4-[(2-Methoxy-ethyl)-methyl-amino]-6-morpholin-4-yl-pyridine-2-carboxylic acid (3-dimethylamino-phenyl)-amide, 4-Methoxyamino-6morpholin-4-yl-pyridine-2-carboxylic acid (3-demthylamino-phenyl)-amide, 4-Methoxyamino-6-morpholin-4-yl pyridine-2-carboxylic acid (2,3-demethyl-1H-indol-5-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2-demthylamino-ethyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (5-cyclopropyl-[1,3,4]thiadiazol-2-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-dethylaminomethyl-4-hydroxy-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4carboxylic acid (4-acetylamino-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid [3-(acetyl-methyl-amino)-phenyl]-amide, (E)-N-(3-(1-(2,2-dimethylhydrazono)ethyl)phenyl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, 6-Morpholin-4-yl-pyridine-2-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 4-(4-Acetyl-piperazin-1-yl)-6-morpholin-4-yl-pyridine-2-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid [3-(2-methyl-pyrimidin-4-yl)-phenyl]-amide, 4-Hydroxy-6′-morpholin-4-yl-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-2-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-(4-Hydroxy-piperidin-1-yl)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 4-Hydroxy-6′-morpholin-4-yl-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-2′-carboxylic acid (3-ethyl-1H-indol-5-yl)-amide, 6-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-2-morpholin-4-yl-pyrmidine-4-carboxylic acid (3-ethyl-1H-indol-5-amide, 2′-(2,3-Dimethyl-1H-indol-5-ylcarbamoyl)-6′-morpholin-4-yl-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-4-carboxylic acid ethyl ester, 6-(4-Hydroxy-piperidin-1-yl)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-ethyl-2-methyl-1H-indol-5-yl)-amide, 6-(4-Methyl-piperidin-1-yl)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-ethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-piperidin-1-yl-pyrimidine-4-carboxylic acid (3-ethyl-1H-indol-5-yl)-amide, 6-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-ethyl-2-methyl-1H-indol-5-yl)-amide, 4-(4-Acetyl-piperazin-1-yl)-6-morpholin-4-yl-pyridine-2-carboxylic acid (3-ethyl-1H-indol-5-yl)-amide, 6′-Morpholin-4-yl-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-2′-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-(4-Carbamoyl-piperidin-1-yl)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-ethyl-2-methyl-1H-indol-5-yl)-amide, 6-(4-Hydroxy-piperidin-1-yl)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amide, 4-Hydroxy-6′-morpholin-4-yl-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-2′-carboxylic acid (6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amide (compound with methanesulfonic acid), 4-Hydroxy-6′-morpholin-4-yl-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-2′-carboxylic acid (6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amide, 6-(4-Hydroxy-piperidin-1-yl)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-methyl-1H-indol-5-yl)-amide, 6-(4-Hydroxy-piperidin-1-yl)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amide (compound with methanesulfonic acid), N-(2,3-dimethyl-1H-indol-5-yl)-6-((2-hydroxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, 2-morpholino-6-(2-morpholinoethylamino)-N-(2-(trifluoromethyl)-1H-benzo[d]imidazol-5-yl)pyrimidine-4-carboxamide, 2-morpholino-6-(2-morpholinoethylamino)-N-(4-(trifluoromethyl)phenyl)pyrimidine-4-carboxamide, 2-morpholino-6-(2-morpholinoethylamino)-N-(2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl)pyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-(methoxy(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-(2-hydroxyethylamino)-2-morpholinopyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-(methoxy(2-morpholinoethyl)amino)-2-morpholinopyrimidine-4-carboxamide, N-(3-(dimethylamino)phenyl)-6-(methoxyamino)-2-morpholinopyrimidine-4-carboxamide, 2-morpholino-6-(2-morpholinoethoxy)-N-(2-oxoindolin-5-yl)pyrimidine-4-carboxamide, N-(3-(3,3-diethylureido)phenyl)-2-morpholino-6-(2-morpholinoethoxy)pyrimidine-4-carboxamide, 2-morpholino-6-(2-morpholinoethxy)-N-(3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)pyrimidine-4-carboxamide, N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, N-(4-tert-butylthiazol-2-yl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, 6-((2-methoxyethyl)(methyl)amino)-N-(2-methylquinolin-6-yl)-2-morpholinopyrimidine-4-carboxamide, N-(5,6-dimethylbenzo[d]thiazol-2-yl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, N-(2,5-diethoxy-4-morpholinophenyl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, N-(3-isopropylphenyl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, N-(1-acetylindolin-5-yl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, 6-((2-methoxyethyl)(methyl)amino)-N-(3-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl)-2-morpholinopyrimidine-4-carboxamide, 6-((2-methoxyethyl)(methyl)amino)-N-(3-(4-methyl-4H-1,2,4-triazol-3-yl)phenyl)-2-morpholinopyrimidine-4-carboxamide, 6-((2-methoxyethyl)(methyl)amino)-2-morpholino-N-(3-(trifluoromethyl)phenyl)pyrimidine-4-carboxamide, N-(benzo[d][1,3]dioxol-5-yl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, 6-((2-methoxyethyl)(methyl)amino)-N-(1-methylindolin-6-yl)-2-morpholinopyrimidine-4-carboxamide, N-(5-(dimethylamino)-2-fluorophenyl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, N-(3-isopropylphenyl)-2-morpholino-6-(2-morpholinoethoxy)pyrimidine-4-carboxamide, N-(1-methylindolin-6-yl)-2-morpholino-6-(2-morpholinoethoxy)pyrimidine-4-carboxamide, N-(3-(dimethylamino)-4-fluorophenyl)-6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidine-4-carboxamide, N-(1-methyl-1H-indazol-6-yl)-2-morpholino-6-(2-morpholinoethoxy)pyrimidine-4-carboxamide, 6-((2-methoxyethyl)(methyl)amino)-N-(1-methyl-1H-indazol-6-yl)-2-morpholinopyrimidine-4-carboxamide, N-(3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-2-morpholino-6-(2-morpholinoethoxy)pyrimidine-4-carboxamide, 2-morpholino-6-(2-morpholinoethoxy)-N-(1,3,3-trimethyl-2-oxoindolin-5-yl)pyrimidine-4-carboxamide, N-(1-ethyl-1H-indol-6-yl)-2-morpholino-6-(2-morpholinoethoxy)pyrimidine-4-carboxamide, N-(1-ethylindolin-6-yl)-2-morpholino-6-(2-morpholinoethoxy)pyrimidine-4-carboxamide, 2-Morpholin-4-yl-6-[2-(2-oxo-oxazolidin-3-yl)-ethoxy]-pyrimidine-4-carboxylic acid (3-ethyl-2-methyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-[2-(2-oxo-oxazolidin-3-yl)-ethoxy]-pyrimidine-4-carboxylic acid (6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (5-tert-butyl-2-hydroxy-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2morpholin-4-yl-pyrimidine-4-carboxylic acid [3-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid [5-(4-chloro-phenyl)-2-methyl-2H-pyrazol-3-yl]-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (4-isopropyl-3-methyl-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (4-bromo-3-methyl-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-methanesulfonyl-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-benzoyl-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2-p-tolyl-ethyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-carbamoyl-4-morpholin-4-yl-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid [3-(4-bromo-1-methyl-1H-pyrazol-3-yl)-6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (5-tert-butyl-[1,3,4]thiadiazol-2-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (5-methyl-isoxazol-3-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (4,6-dimethyl-pyridin-2-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-methyl-isothiazol-5-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (4,6-dimethyl-pyrimidin-2-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-quinoxalin-6-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-quinoxalin-2-yl-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (5,7-bis-trifluoromethyl-[1,8]naphthyridin-2-yl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-trifluoromethoxy-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid [3-(2-methyl-thiazol-4-yl)-phenyl]-amide, N-(2,3-dimethyl-1H-indol-5-yl)-2-morpholino-6-(2-(piperazin-1-yl)ethoxy)pyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)6-6-(methylamino)-2-morpholino-pyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-(dimethylamino)-2-morpholino-pyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-(2-(methylsulfonyl)ethoxy)-2-morpholinopyrimidine-4-carboxamide, 6-(2-cyanoethoxy)-N-(2,3-dimethyl-1H-indol-5yl)-2-morpholinopyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-(4-methylpiperazin-1-yl)-2-morpholinopyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-(2-methoxyethylamino)-2-morpholinopyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-methyl-2-morpholinopyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-hydroxy-2-morpholinopyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-6-(2,3-dimethyl-1H-indol-5-yl)-2-morpholinopyrimidine-4-carboxamide, 6-(2-(diethylamino)-2-oxoethoxy)-N-(2,3-dimethyl-1H-indol-5-yl)-2-morpholinopyrimidine-4-carboxamide, 6-(4-acetylpiperazin-1-yl)-N-(2,3-dimethyl-1H-indol-5-yl)-2-morpholinopyrimidine-4-carboxamide, 6-(bis(2-methoxyethyl)amino)-N-(2,3-dimethyl-1H-indol-5-yl)-2-morpholinopyrimidine-4-carboxamide, N-(2,3-dimethyl-1H-indol-5-yl)-2-morpholino-6-(morpholinomethyl)pyrimidine-4-carboxamide, (S)-6-(3-acetamidopyrrolidin-1-yl)-N-(3-methyl-1H-indol-5-yl)-2-morpholinopyrimidine-4-carboxamide, 6-(4-acetylpiperazin-1-yl)-N-(3-methyl-1H-indol-5-yl)-2-morpholinopyrimidine-4-carboxamide, 6-(4-acetylpiperazin-1-yl)-2-morpholino-N-(2,3,4,9-tetrahydro-1H-carbazol-6-yl)pyrimidine-4-carboxamide, 1-(2,3-dimethyl-1H-indol-5-yl)-3-(6-methyl-2-morpholinopyrimidin-4-yl)urea, 1-(6-(4-acetylpiperazin-1-yl)-2-morpholinopyrimidin-4-yl)-3-(2,3-dimethyl-1H-indol-5-yl)urea, 1-(2,3-dimethyl-1H-indol-5-yl)-3-(6-((2-methoxyethyl)(methyl)amino)-2-morpholinopyrimidin-4-yl)urea, 1-(6-(4-acetylpiperazin-1-yl)-2-morpholinopyrimidin-4-yl)-3-(3-ethyl-2-methyl-1H-indol-5-yl)urea, 1-(3-ethyl-2-methyl-1H-indol-5-yl)-3-(6-methyl-2-morpholinopyrimidin-4-yl)urea, 1-(2,3-dimethyl-1H-indol-5-yl)-3-(2-morpholino-6-(4-(pyridin-2-yl)piperazin-1-yl)pyrimidin-4-yl)urea, 1-(3-ethyl-2-methyl-1H-indol-5-yl)-3-(2-morpholino-6-(4-(pyridin-2-yl)-piperazin-1yl)pyrimidin-4-yl)urea, 1-(3-ethyl-2-methyl-1H-indol-5-yl)-3-(2-morpholino-6-(2-morpholinoethylamino)pyrimidin-4-yl)urea, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (5-methyl-2-nitro-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (2-amino-5-methyl-phenyl)-amide, 6-(2-Amino-ethoxy)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (2-methyl-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (1H-indol-6-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-nitro-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-amino-phenyl)-amide-2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-pyrrolidin-1-yl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-methoxy-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-methylamino-phenyl)-amide, 2-(2,6-Dimethyl-morpholin-4-yl)-6-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3,5-dimethyl-phenyl)-amide, 2,6-Di-morpholin-4-yl-pyrimidine-4-carboxylic acid (1,2,3-trimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (4-phenylamino-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-pyrrol-1-yl-phenyl)-amide, 6-(2-Methylamino-ethoxy)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (1,2,3-trimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-chloro-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (4-dimethylamino-3-methyl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-methyl-4-methylamino-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-dimethylamino-4-methyl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (4-methyl-3-methylamino-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid pyridin-3-ylamide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (5-morpholin-4-yl-4H-[1,2,4]triazol-3-yl)-amide, {2-[6-(2,3-Dimethyl-1H-indol-5-ylcarbamoyl)-2-morpholin-4-yl-pyrimidin-4-yloxy]-ethyl}-carbamic acid methyl ester, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-morpholin-4-yl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (1,2,3,4-tetrahydro-quinolin-7-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (6-methyl-pyridin-3-yl)-amide, 6-[(2-Hydroxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid m-tolylamide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (2-methyl-1,2,3,4-tetrahydro-quinolin-7-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-diethylamino-phenyl)-amide, 6-(2-Methoxy-ethoxy)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-dimethylamino-phenyl)-amide, 6-[(2-Hydroxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-dimethylamino-phenyl)-amide, 6-[(2-Hydroxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-pyrrol-1-yl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-imidazol-1-yl-phenyl)-amide, 2,6-Di-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-dimethylamino-phenyl)-amide, 6-(2-Hydroxy-ethoxy)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid [3-(isopropyl-methyl-amino)-phenyl]-amide, 6-(2-Hydroxy-ethoxy)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-dimethylamino-phenyl)-amide, 6-[(2-Hydroxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-pyrrolidin-1-yl-phenyl)-amide, 6-[(2-Methoxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-pyrazol-1-yl-phenyl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid [3-(ethyl-methyl-amino)-phenyl]-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (3-pyrazol-1-yl-phenyl)-amide, 6-(2-Hydroxy-2-methyl-propoxy)-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (2,3-dimethyl-1H-indol-5-yl)-amide, 6-[(2-Hydroxy-ethyl)-methyl-amino]-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (3-pyrazol-1-yl-phenyl)-amide, [6-(2,3-Dimethyl-1H-indol-5-ylcarbamoyl)-2-morpholin-4-yl-pyrimidin-4-yloxy]-acetic acid tert-butyl ester, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (1-methyl-1,2,3,4-tetrahydro-quinolin-7-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (1-methyl-1,2,3,4-tetrahydro-quinolin-6-yl)-amide, 6-Methyl-2-morpholin-4-yl-pyrimidine-4-carboxylic acid (1-hydroxy-2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (1-hydroxy-2,3-dimethyl-1H-indol-5-yl)-amide, 2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidine-4-carboxylic acid (1,2-dimethyl-1,2,3,4-tetrahydro-quinolin-7-yl)-amide, 2Morpholin-4-yl-6-[2-(1-oxy-pyridin-2-yl)-ethoxy]-pyrimidine-4-carboxylic acid (6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amide, 1-(2,3-Dimethyl-1H-indol-5-yl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(3-Amino-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-[2-Morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-(6,7,8,9-tetrahydro-5H-carbazol-3-yl)-urea, 1-{6-[(2-Hydroxy-3-yl)-urea, 1-[2-Morpholin-4yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-3-(3-pyrazol-1-yl-phenyl)-urea, 1-(3-Imidazol-1-yl-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-ethoxy)-pyrimidin-4-yl]-urea, 1-(4-Isopropyl-3-methyl-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, 1-(3-Isopropyl-phenyl)-3-[2-morpholin-4-yl-6-(2-morpholin-4-yl-ethoxy)-pyrimidin-4-yl]-urea, or a pharmaceutically acceptable salt, solvate, clathrate, hydrate, or polymorph thereof.
Dependencies are inferred from the claim text.