Pyrrolopyrimidinone derivatives, process of preparation and use

A compound of the formula (1) and pharmaceutically acceptable salts and solvates (e.g. hydrates) thereof,

• 16
• wherein R1 is H;
• C1-C3 alkyl optionally substituted with one or more fluoro atoms;
• or C3-C6 cycloalkyl;
• R2 is H;
• a halogen atom;
• C1-C6 alkyl optionally substituted with OH, C1-C3 alkoxy, C3-C6 cycloalkyl, or with one or more fluoro atoms;
• C3-C6 cycloalkyl;
• C2-C6 alkenyl;
• or C2-C6 alkynyl;
• R3 is H;
• C1-C6 alkyl optionally substituted with OH, C1-C3 alkoxy, C3-C6 cycloalkyl, or with one or mire fluoro atoms;
• C3-C6 cycloalkyl;
• C2-C6 alkenyl;
• or C2-C6, alkynyl;
• R4 is C1-C6 alkyl optionally substituted with C3-C6 cycloalkyl or with one or more fluoro atoms;
• C2-C6 alkenyl;
• C2-C6 alkynyl;
• or C3-C6 cycloalkyl;
• R5 of SO2NR6R7;
• NHSO2NR6R7;
• NHCOCONR6R7;
• NHSO2R8;
• NHCOR8;
• or phenyl or heterocyclyl either of which is optionally substituted with one or more fluoro atoms or C1-C3 alkyl;
• R6 and R7 are each independently H or C1-C6 alkyl optionally substituted with OH, CO2H, C1-C3 alkoxy, C3-C6 cycloalkyl, or with one or more fluoro atoms;
• or together with the nitrogen atom to which they are attached form either a mono-cyclic ring such as imidazole, aziridene (aziridine), azeridine (azetidine), pyrrolidine, piperidine, morpholine, piperazine and homopiperazine, or a bicyclic ring such as 2,5-diazabicyclo[2.2.1]heptane and 3,7-diazabicyclo[3.3.0]octane, wherein said group is optionally substituted with R9;
• R8 is C1-C3 alkyl optionally substituted with one or more fluoro atoms;
• or C3-C7 cycloalkyl;
• R9 is C1-C6 alkyl optionally substituted with one or more halide atoms, OH, C1-C3 alkoxy which is optionally substituted with one or more fluoro atoms, CO2R10, NR11R12, C═NR13(NR14R15), or with a tetrazole group which is optionally substituted with C1-C3 alkyl;
• or one or more nitrogen containing heteroaryl group which is optionally substituted with one or more fluoro atoms;
• R10 is H;
• or C1-C4 alkyl optionally substituted with OH, NR11R12, one or more fluoro atoms, or with a nitrogen containing heterocyclic ring such as pyrrolidine, piperidine, piperazine, morpholine, pyrrole, and imidazole wherein nitrogen atom is directly bound to C1-C4 alkyl;
• R11 and R12 are each independently H or C1-C4 alkyl;
• R13 is H;
• C1-C4 alkyl optionally substituted with one or more fluoro atoms;
• or C1-C6 cycloalkyl;
• R14 and R15 are each independently H or C1-C4 alkyl optionally substituted with one or more fluoro atoms;
• C3-C6 cycloalkyl;
• or together with the nitrogen atom to which they are attached form a pyrrolidinyl, piperidino, morpholino, piperazinyl, or homopiperazinyl group wherein said group is optionally substituted with C1-C3 alkyl.