Patent ID: 6239285
Filing Date: 2001-05-29
Classification: C07D

Abstract:
: ##STR122##wherethe moiety of following Formula (1.3.1): ##STR123##is an electron deficient monocyclic or benzo-fused bicyclic N-heterocyclic group containing two nitrogen atoms, of Formula (1.3.2) (1.3.3), (1.3.4) or (1.3.5): ##STR124##where""*"" is a symbol which represents the point of attachment of the moiety of Formula (1.3.2) (1.3.3, (1.3.4) or (1.3.5);R.sup.7 and R.sup.8 are independently selected from the group consisting of H; straight or branched chain (C.sub.1 -C.sub.4)alkyl; and (C.sub.6 -C.sub.10)aryl; wherein said alkyl and aryl groups are substituted by 0 to 2 substituents selected from the group consisting of halo; hydroxy; cyano; amino; (C.sub.1 -C.sub.4)alkyl; (C.sub.1 -C.sub.4)alkoxy; (C.sub.1 -C.sub.4)alkylthio; (C.sub.1 -C.sub.4)halo-substituted alkyl; (C.sub.1 -C.sub.4)halo-substituted alkoxy; (C.sub.1 -C.sub.4)alkylamino; and di(C.sub.1 -C.sub.4)alkylamino;comprising:(a) establishing a reaction mixture consisting of(1) tetrahydro-4-[3-(4-fluorophenyl)thio]phenyl-2H-pyran-4-carboxamide of Formula (2.0.0): ##STR125##and(2) an electron deficient monocyclic or benzo-fused bicyclic N-heterocycle containing two nitrogen atoms, of Formula (1.3.6) (1.3.7), (1.3.8) or (1.3.9): ##STR126##where R.sup.7 and R.sup.8 have the same meaning as set out above;(3) in an aprotic solvent;(4) in the presence of a carbonate of Formula (5.1.0):(M).sub.2 -CO.sub.3 (5.1.0)where M is an alkali metal, Group 1/Ia element, selected from the group consisting of lithium, Li; sodium, Na; potassium, K; rubidium, Rb; and cesium, Cs;followed by(b) heating said reaction mixture, preferably at reflux, under a nitrogen atmosphere; whereby there is produced a compound of Formula (