Pyrrolopyrimidine Derivatives Substituted with Cyclic Amino Group

A pyrrolopyrimidine or pyrrolopyridine derivative substituted with a cyclic amino group represented by the following formula [I]:

• (wherein the cyclic amino group is represented by the following formula [II]:
• in which the cyclic amino group is a 3- to 8-membered saturated cyclic amine or a 3- to 8-membered saturated cyclic amine bridged with C1-5alkylene or C1-4alkylene-O-C1-4alkylene between any different two carbon atoms of the cyclic amine, which cyclic amine is substituted with a group represented by —(CR1R2)m—(CHR3)n—X, R4 and R5 independently on the same or different carbon atoms of the cyclic amine;
• X is cyano, hydroxy or —OR9;
• Y is N or CR10;
• R1 is hydrogen, hydroxy, C1-5alkyl, C1-5alkoxy-C1-5alkyl or hydroxy-C1-5alkyl;
• R2 is hydrogen or C1-5alkyl;
• R3 is hydrogen, cyano, C1-5alkyl, C1-5alkoxy-C1-5alkyl or hydroxy-C1-5alkyl;
• m is an integer selected from 0, 1, 2, 3, 4 and 5;
• n is 0 or 1;
• with the proviso that when X is hydroxy or OR9, and n is 0, then m is an integer selected from 1, 2, 3, 4 and 5;
• R4 is hydrogen, hydroxy, hydroxy-C1-5alkyl, cyano, cyano-C1-5alkyl or C1-5alkyl;
• R5 is hydrogen or C1-5alkyl;
• R6 is hydrogen, C1-5alkyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-5alkyl, hydroxy, C1-5alkoxy, C3-8cycloalkyloxy or —N(R11)R12;
• R7 and R8 are the same or different, and independently are hydrogen, halogen, C1-5alkyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-5alkyl, hydroxy, C1-5alkoxy, C3-8cycloalkyloxy, —N(R11a)R12a, —CO2R13, cyano, nitro, C1-5alkylthio, trifluoromethyl or trifluoromethoxy;
• or R7 and R8 are taken together to form —CH2—CH2—CH2—CH2— or —CH═CH—CH═CH—;
• R9 is C1-24acyl, C1-10alkoxycarbonyl, aryl-C1-5alkyloxycarbonyl, —CO—O—CHR14—O—CO—R15, —P(═O)(OR14a)OR15a, —CO—(CH2)p—(CHR16)q—NR17R18, arylcarbonyl or heteroarylcarbonyl, wherein each said acyl, aryl and heteroaryl is unsubstituted or substituted with C1-5alkoxy, and C1-24acyl optionally includes one to six double bonds;
• R10 is hydrogen, C1-5alkyl, halogen, cyano or —CO2R19;
• Ar is aryl or heteroaryl which aryl or heteroaryl is unsubstituted or substituted with 1 or more substituents, which are the same or different, selected from the group consisting of halogen, C1-5alkyl, C3-8cycloalkyl, C2-5alkenyl, C2-5alkynyl, C1-5alkoxy, C1-5alkylthio, C1-5alkylsulfinyl, C1-5alkylsulfonyl, cyano, nitro, hydroxy, —CO2R19a, —C(═O)R19a, —CONR11bR12b, —OC(═O)R19a, —NR11bCO2R19a, —S(O)rNR11bR12b, hydroxy-C2-5alkylamino-C2-5alkoxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, fluoromethoxy, methylenedioxy, ethylenedioxy and —N(R20)R21;
• with the proviso that when X is hydroxy, Y is N, and the cyclic amino group is 5-membered ring, then Ar is aryl or heteroaryl which aryl or heteroaryl is substituted with at least one of substituents which are selected from halogen and trifluoromethyl;
• R11 and R12 are the same or different, and independently are hydrogen, C1-5alkyl, C3-8cycloalkyl or C3-8cycloalkyl-C1-5alkyl;
• R11a and R12a are the same or different, and independently are hydrogen, C1-5alkyl, C3-8cycloalkyl or C3-8cycloalkyl-C1-5alkyl;
• R11b and R12b are the same or different, and independently are hydrogen, C1-5alkyl, C3-8cycloalkyl or C3-8cycloalkyl-C1-5alkyl;
• R13 is hydrogen, C1-5alkyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-5alkyl, C1-5alkoxy-C1-5alkyl, C3-8cycloalkyloxy-C1-5alkyl or phenyl;
• R14 and R15 are the same or different, and independently are hydrogen, C1-5alkyl or aryl-C1-5alkyl;
• R14a a and R15a are the same or different, and independently are hydrogen, C1-5alkyl or aryl-C1-5alkyl;
• R16 is hydrogen, C1-5alkyl, aryl, heteroaryl, aryl-C1-5alkyl, heteroaryl-C1-5alkyl, hydroxy-C1-5alkyl, hydroxycarbonyl-C1-5alkyl, hydroxyphenyl-C1-5alkyl, C1-5alkoxy-C1-5alkyl, amino-C1-5alkyl, guanidino-C1-5alkyl, mercapto-C1-5alkyl, C1-5alkylthio-C1-5alkyl or aminocarbonyl-C1-5alkyl;
• R17 and R18 are the same or different, and independently are hydrogen, C1-5alkyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-5alkyl, C1-10acyl, C1-10alkoxycarbonyl or aryl-C1-5alkyloxycarbonyl;
• or R16 and R17 are taken together to form —CH2-, —CH2CH2—, —CH2CH2CH2— or —CH2CH2CH2CH2—;
• p is an integer selected from 0, 1, 2, 3, 4 and 5;
• q is 0 or 1;
• R19 is hydrogen or C1-5alkyl;
• R19a is hydrogen or C1-5alkyl;
• r is 1 or 2;
• R20 and R21 are the same or different, and independently are hydrogen or C1-5alkyl), individual isomers thereof, racemic or non-racemic mixtures of isomers thereof or N-oxide thereof, or pharmaceutically acceptable salts and hydrates thereof.