Heteroaryl carboxamides
The invention relates to novel heteroaryl carboxamides, a process for their preparation, and pharmaceutical compositions containing them. These materials are useful for the treatment and/or prophylaxis of diseases and for improving perception, concentration, learning and/or memory.
1. A compound of the formula (I)
wherein
R 1 is 1-azabicyclo[2.2.2]oct-3-yl,
the ring A is a benzo-fused pyridazo,
and
R 2 and R 3 are identical or different and are radicals selected from the group of hydrogen, halogen, formyl, carbamoyl, cyano, trifluoromethyl, trifluoromethoxy, nitro, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-alkylthio, (C 8 -C 8 )-cycloalkyl, 4- to 8-membered heterocyclyl, phenyl or 5- to 6-membered heteroaryl, where phenyl and heteroaryl are optionally substituted by halogen, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alkoxy, amino, mono- or di-(C 1 -C 4 )-alkylamino, (C 1 -C 4 )-alkanoylamino or (C 1 -C 4 )-alkanesulfonylamino;
or a salt thereof.
2. A pharmaceutical composition comprising the compound of claim 1 in combination with at least one pharmaceutically acceptable, essentially nontoxic carrier or excipient.
3. A process for preparing compound of formula (I) as claimed in claim 1 , wherein compounds of the formula (II)
R 1 —NH 2 (II)
in which R 1 has the meaning indicated in claim 1 ,
are reacted with a compound of the formula (III)
in which
the ring A, R 2 and R 3 have the meaning indicated in claim 1 , and
X is hydroxyl or a suitable leaving group,
in an inert solvent, where appropriate in the presence of a condensing agent, and where appropriate in the presence of a base.