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General procedure: a) for compounds of formula (V) with G moiety, wherein L represents C=0, E, if present, is different from O, NH or N-(d-C3)alkyl (imide derivatives) To the appropriate dicarboxylic acid (Via) or acid anhydride (VIb) (0.05 mol) 25% aqueous ammonia (equivalent to 0.05 mol ammonia) and distilled water (10 ml) were added. The mixture was placed in a sand bath and heated until the water evaporates, and then it was heated for 1 hour at 180C. Crude products were purified by crystallization from methanol or 2-propanol.
22
2.6-dioxo-4-methyl-4-ethyl-3-cyano-piperidine-carboxylic acid-(5)-amide[ No CAS ]
With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20℃;
General procedure: To a suspension of corresponding cyclic imide 1a-1k (4mmol), potassium carbonate (4.4mmol) in DMF (5mL), 1-bromo-4-chlorobutane (1,2-dibromoethane (5 eq) for 2l, 1-bromo-3-chloropropane for 2m, 1-bromo-5-chloropentane for 2n) (4.4mmol) was added dropwise at 0C. The mixture was stirred at room temperature overnight and then partitioned between ethyl acetate (EA, 20mL) and water (30mL). The organic layer was washed successively with water (3×30mL), saturated brine, and dried over anhydrous Na2SO4. The solvent was evaporated under vacuum and the residue was purified by column chromatography using petroleum ether(PE): EA (8:1) as eluent to give 2a-2n.
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