3-(溴甲基)-4-氯苯甲腈

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

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

实验步骤: The title compound was prepared following general procedure 10, starting from 3-(bromomethyl)-4-chlorobenzonitrile and sarcosine tert-butyl ester hydrochloride. It was obtained as a colorless oil (1.9 g, 86%). LC/MS (Method B): 295.1 (M+H)+.

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

实验步骤: The title compound was prepared following general procedure 10, starting from 3-(bromomethyl)-4-chlorobenzonitrile and sarcosine tert-butyl ester hydrochloride. It was obtained as a colorless oil (1.9 g, 86%). LC/MS (Method B): 295.1 (M+H)+.

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

实验步骤: The title compound was prepared following general procedure 10, starting from 3-(bromomethyl)-4-chlorobenzonitrile and sarcosine tert-butyl ester hydrochloride. It was obtained as a colorless oil (1.9 g, 86%). LC/MS (Method B): 295.1 (M+H)+.

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

实验步骤: The title compound was prepared following general procedure 10, starting from 3-(bromomethyl)-4-chlorobenzonitrile and sarcosine tert-butyl ester hydrochloride. It was obtained as a colorless oil (1.9 g, 86%). LC/MS (Method B): 295.1 (M+H)+.

反应条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: (Step 2) To a solution of 2-amino-5-chloronicotinamide (0.15 g) in N,N-dimethylformamide (3 ml) was added 3-(bromomethyl)-4-chlorobenzonitrile (0.31 g), and the mixture was stirred at 100° C. for 14 hr. The reaction mixture was quenched with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel chromatography (ethyl acetate:hexane=3:2-19:1). 2N Hydrochloric acid-methanol solution (1 ml) was added to the obtained yellow oil at room temperature, and the obtained precipitate was recrystallized from methanol-ethyl acetate to give the title compound (43 mg). The reaction mixture was quenched with saturated aqueous sodium hydrogen carbonate solution extracted with ethyl acetate The extract was washed with saturated brine dried over anhydrous magnesium sulfate The solvent was evaporated under reduced pressure the obtained residue was purified by silica gel chromatography (ethyl acetate:hexane=3:2-19:1) 2N Hydrochloric acid-methanol solution (1 ml) was added to the obtained yellow oil at room temperature the obtained precipitate was recrystallized from methanol-ethyl acetate

反应条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: (Step 1) To a solution of 4-chloro-3-methylbenzonitrile (1 g) in t-butylacetic acid (10 ml) were added N-bromosuccinimide (1.5 g) and azobisisobutyronitrile (0.05 g), and the mixture was stirred at 90° C. for 12 hr. The reaction mixture was quenched with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:1-1:9) to give 3-(bromomethyl)-4-chlorobenzonitrile (1.5 g) as a white solid. The reaction mixture was quenched with saturated aqueous sodium hydrogen carbonate solution extracted with ethyl acetate The extract was washed with saturated brine dried over anhydrous magnesium sulfate The solvent was evaporated under reduced pressure the obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:1-1:9)