To obtain a new cyclic amide compound useful as a selective muscarine receptor antagonist.
This cyclic amide compound is a compound of formula I [R1 is a lower cycloalkyl, a (substituted) phenyl or the like; R2 is H, a lower alkyl or a halogen; (m) is 0, 1; (n) is 2-4; Im is a group of formula II (R3 is a lower alkyl) or formula III (R4 to R6 are each H or a lower alkyl)]. For example, 3-[3-(4,5-dihydro-2-methyl-1H-imidazolyl)propyl]3-phenyl-1,3-dihydroindol-2-one. The compound of the formula I is obtained by dissolving a compound of formula IV with a dry tetrahydrofuran, ether, dioxane, diethylene glycol, dimethyl ether or the like, adding n-butyl lithium, sodium hydride, sodium amide, etc., agitating at a temp. of (-)70°C to the boiling point of the solvent, then adding a compound of formula V (X is a leaving group) and agitating at a temp. of room temperature to the boiling point of the solvent.
MIURA MASATAKA
AIZAWA HIDEYUKI