Heterobicyclic amide compounds

A process for the production of a compound of formula I

• wherein
• R1, R2, R4 and R5 are independently from each other hydrogen, C1-C6alkyl, C1-C6alkoxy or halogen;
• R3 is C1-C6alkyl, C1-C6alkoxy, aryloxy, C3-C7cycloalkyl or pentafluorosulphuranyl;
• or
• R2 and R3 taken together with the carbon atoms they are attached to form a 5- or 6-membered carbocyclic ring or a 5- or 6-membered heterocyclic ring containing one or two heteroatoms selected from N, O or S;
• R6 is hydrogen or C1-C6alkyl;
• R7 is hydrogen, C1-C6alkyl, hydroxy or halogen;
• R8 is C1-C6alkyl, C2-C6alkenyl, halogen-C1-C6alkyl, heterocyclyl, heteroaryl, phenyl, —OR10, wherein R10 is C1-C6alkyl or phenyl, —NR11R12, wherein R11 and R12 independently from each other are selected from hydrogen, C1-C6alkyl, and phenyl, or —C(O)—OR13, wherein R13 is hydrogen or C1-C6alkyl;
• R9 is 1H-pyrrolo[2,3-c]pyridin-7-yl or 1H-pyrazolo[3,4-c]pyridin-7-yl;
• n is 1, 2 or 3;
• and all pharmaceutically acceptable salts thereof;
• which process comprises reacting a carboxylic acid derivative of formula II
• wherein Ra is hydrogen or C1-C6alkyl, and R9 has the above meanings,
• with a secondary amine of formula III
• wherein R1, R2, R3, R4, R5, R6, R7, R8 and n have the above meanings;
• and optionally converting the resulting compound into a pharmaceutically acceptable salt.