2-氯丙酰胺

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 21.7 g (0.1 mole) 7-chloro-2-hydroxydibenzofuran is dissolved in 200 ml of tetrahydrofuran. To this solution is added 5.2 g sodium hydride (50% dispersion in oil) which was prewashed in petroleum ether. After hydrogen evolution had ceased, the solution was brought to reflux and 11.2 g (0.1 mole) of 2-chloropropionamide was added. The mixture was allowed to reflux for 8 hours. The solvent was evaporated and the crude product was washed with dilute acid and crystallized from methanol to yield 14.5 g, m.p. 185°-187° C. This Example corresponds to Example 20 in Table I. to reflux to reflux for 8 hours The solvent was evaporated the crude product was washed with dilute acid crystallized from methanol to yield 14.5 g, m.p. 185°-187° C

反应条件: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of tert-butyl [4-(2-fluorophenyl)-6-hydroxy-2-isobutylquinolin-3-yl]methylcarbamate (0.20 g, 0.47 mmol) and 2-chloropropionamide (0.076 g, 0.71 mmol) in N,N-dimethylformamide (20 ml) was added potassium carbonate (0.098 g, 0.71 mmol), and the mixture was stirred at 75° C. for 24 hrs. The reaction mixture was partitioned between ethyl acetate (100 ml) and 0.1N hydrochloric acid (150 ml). The aqueous layer was separated and extracted with ethyl acetate (100 ml). The organic layer and the extract were combined and the mixture was washed with saturated brine (100 ml) and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was purified by silica gel column chromatography and crystallized from diisopropyl ether-ethyl acetate to give tert-butyl [6-(2-amino-1-methyl-2-oxoethoxy)-4-(2-fluorophenyl)-2-isobutylquinolin-3-yl]methylcarbamate (0.15 g, yield 65%) as pale-yellow crystals. The reaction mixture was partitioned between ethyl acetate (100 ml) and 0.1N hydrochloric acid (150 ml) The aqueous layer was separated extracted with ethyl acetate (100 ml) the mixture was washed with saturated brine (100 ml) dried over anhydrous magnesium sulfate The solvent was evaporated the residue was purified by silica gel column chromatography crystallized from diisopropyl ether-ethyl acetate

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture containing 10.0 g (0.039 mole) of 4-(4-trifluoromethylphenoxy)phenol, 5.0 g (0.039 mole) of 2-chloropropanamide, 6.9 g (0.05 mole) of anhydrous potassium carbonate, and 50 ml of dimethylsulfoxide is stirred at 90° until reaction is complete, as indicated by vpc techniques. The resultant slurry is cooled, poured into 600 ml of water, and tested with 1:1 hexane/tolune, and the product is isolated by filtration, mp 147°-149° . Recrystallization from hexane affords highly pure product, mp 149°-151°. The resultant slurry is cooled the product is isolated by filtration, mp 147°-149° Recrystallization from hexane affords highly pure product, mp 149°-151°

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred solution containing 5 g (0.22 mole) of 3,5-ditrifluoromethylphenol, 1.6 g (0.024 mole) of 85% potassium hydroxide, 10 ml of water and 200 ml of N,N-dimethylformamide, 0.024 mole of 2-chloropropionamide was added in one portion. The stirred reaction mixture was heated at 120°-130° C. for 46 hours. After cooling to 0° C., 600 g of ice water was added and stirring continued at 0°-10° C. for 30 minutes. The resulting solid was collected by filtration, washed with water until neutral to litmus and air-dried at 25°-30° C. A product with a melting point of 84°-85° C. (determined after recrystallization from heptane) was obtained with a 48% yield. was added in one portion The stirred reaction mixture was heated at 120°-130° C. for 46 hours The resulting solid was collected by filtration washed with water until neutral to litmus and air-dried at 25°-30° C A product with a melting point of 84°-85° C. (determined after recrystallization from heptane) was obtained with a 48% yield

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture containing 10.0 g (0.039 mole) of 4-(4-trifluoromethylphenoxy)phenol, 5.0 g (0.039 mole) of 2-chloropropanamide, 6.9 g (0.05 mole) of anhydrous potassium carbonate, and 50 ml of dimethylsulfoxide is stirred at 90° until reaction is complete, as indicated by vpc techniques. The resultant slurry is cooled, poured into 600 ml of water, and teated with 1:1 hexane/tolune, and the product is isolated by filtration, mp 147°-149°. Recrystallization from hexane affords highly pure product, mp 149-151. The resultant slurry is cooled the product is isolated by filtration, mp 147°-149° Recrystallization from hexane affords highly pure product, mp 149-151