4-bromo-2-methylbenzamide

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 4-bromo-2-methylbenzamide (1.65 g, 7.75 mmol), triethylamine (2.17 ml, 15.5 mmol), palladium acetate (0.0873 g, 0.388 mmol), 1,1′-bis(diphenylphosphino)ferrocene (0.215 g, 0.388 mmol), methanol (5 ml) and DMF (15 ml) was stirred under a carbon monoxide atmosphere at 70° C. for 22 hrs. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried (over anhydrous MgSO4). After concentration under reduced pressure, the obtained crystals were recrystallized from ethyl acetate to give the title compound (1.05 g, 70%) as a pale-brown needle. After cooling to room temperature washed with water and saturated brine dried (over anhydrous MgSO4) After concentration under reduced pressure the obtained crystals were recrystallized from ethyl acetate

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 0.84 g of 4-bromo-2-methyl benzoic acid amide and 18 mL of N,N-dimethylformamide dimethylacetal was stirred at 70° C. for 30 minutes. After the completion of the reaction, the solvent was distilled off-under reduced pressure, and the residue was washed with 5 mL of hexane to obtain 0.67 g of the aimed product as white crystal. After the completion of the reaction the solvent was distilled off-under reduced pressure the residue was washed with 5 mL of hexane

反応条件: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 4-Chloro-N-(5-isopropyl-2-oxo-azepan-3-yl)-benzenesulfonamide (0.06 g, 0.17 mmol), 4-bromo-methyl-benzamide (0.06 g, 0.25 mmol), K2CO3 (0.24 g, 1.7 mmol), KI (0.01 g, 0.06 mmol) were added to dry DMF (5 ml) and the resultant reaction mixture was shaken overnight at 65° C. under an argon atmosphere. The solvent was removed under reduced pressure and the residue taken up in ethyl acetate and washed with 5% KHSO4/10% K2SO4 (2×), water, brine, dried (MgSO4), filtered, concentrated under reduced pressure and purified using preparative RP(C18) chromatography: lyophilisate 23 mg; MS: m/e=478.3 (MH+), 495.4 (MNH4+) the resultant reaction mixture The solvent was removed under reduced pressure washed with 5% KHSO4/10% K2SO4 (2×), water, brine dried (MgSO4) filtered concentrated under reduced pressure purified

反応条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 4-Chloro-N-((R)-2-oxo-azepan-3-yl)-benzenesulfonamide (0.18 g, 0.60 mmol), 4-bromo-methyl-benzamide (0.19 g, 0.90 mmol), K2CO3 (0.83 g, 6 mmol), KI (0.02 g, 0,12 mmol) were added to dry DMF (15 ml) and the resultant reaction mixture was shaken overnight at 60° C. under an argon atmosphere. The solvent was removed under reduced pressure and the residue dissolved in acetonitrile and purified using preparative RP(C18) chromatography: lyophilisate 52 mg; MS: m/e=436.4 (MH+) the resultant reaction mixture The solvent was removed under reduced pressure the residue dissolved in acetonitrile purified

反応条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 4-Chloro-N-((R)-2-oxo-azepan-3-yl)-benzenesulfonamide (0.18 g, 0.60 mmol), 4-bromo-methyl-benzamide (0.19 g, 0.90 mmol), K2CO3 (0.83 g, 6 mmol), KI (0.02 g, 0,12 mmol) were added to dry DMF (15 ml) and the resultant reaction mixture was shaken overnight at 60° C. under an argon atmosphere. The solvent was removed under reduced pressure and the residue dissolved in acetonitrile and purified using preparative RP(C18) chromatography: lyophilisate 52 mg; MS: m/e=436.4 (MH+) the resultant reaction mixture The solvent was removed under reduced pressure the residue dissolved in acetonitrile purified

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 4-bromo-2-methylbenzamide (1.65 g, 7.75 mmol), triethylamine (2.17 ml, 15.5 mmol), palladium acetate (0.0873 g, 0.388 mmol), 1,1′-bis(diphenylphosphino)ferrocene (0.215 g, 0.388 mmol), methanol (5 ml) and DMF (15 ml) was stirred under a carbon monoxide atmosphere at 70° C. for 22 hrs. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried (over anhydrous MgSO4). After concentration under reduced pressure, the obtained crystals were recrystallized from ethyl acetate to give the title compound (1.05 g, 70%) as a pale-brown needle. After cooling to room temperature washed with water and saturated brine dried (over anhydrous MgSO4) After concentration under reduced pressure the obtained crystals were recrystallized from ethyl acetate

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 4-bromo-2-methylbenzamide (1.65 g, 7.75 mmol), triethylamine (2.17 ml, 15.5 mmol), palladium acetate (0.0873 g, 0.388 mmol), 1,1′-bis(diphenylphosphino)ferrocene (0.215 g, 0.388 mmol), methanol (5 ml) and DMF (15 ml) was stirred under a carbon monoxide atmosphere at 70° C. for 22 hrs. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried (over anhydrous MgSO4). After concentration under reduced pressure, the obtained crystals were recrystallized from ethyl acetate to give the title compound (1.05 g, 70%) as a pale-brown needle. After cooling to room temperature washed with water and saturated brine dried (over anhydrous MgSO4) After concentration under reduced pressure the obtained crystals were recrystallized from ethyl acetate

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 0.84 g of 4-bromo-2-methyl benzoic acid amide and 18 mL of N,N-dimethylformamide dimethylacetal was stirred at 70° C. for 30 minutes. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was washed with 5 mL of hexane to obtain 0.67 g of the aimed product as white crystal. After the completion of the reaction the solvent was distilled off under reduced pressure the residue was washed with 5 mL of hexane

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 4-bromo-2-methylbenzamide (1.65 g, 7.75 mmol), triethylamine (2.17 ml, 15.5 mmol), palladium acetate (0.0873 g, 0.388 mmol), 1,1′-bis(diphenylphosphino)ferrocene (0.215 g, 0.388 mmol), methanol (5 ml) and DMF (15 ml) was stirred under a carbon monoxide atmosphere at 70° C. for 22 hrs. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried (over anhydrous MgSO4). After concentration under reduced pressure, the obtained crystals were recrystallized from ethyl acetate to give the title compound (1.05 g, 70%) as a pale-brown needle. After cooling to room temperature washed with water and saturated brine dried (over anhydrous MgSO4) After concentration under reduced pressure the obtained crystals were recrystallized from ethyl acetate

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 0.84 g of 4-bromo-2-methyl benzoic acid amide and 18 mL of N,N-dimethylformamide dimethylacetal was stirred at 70° C. for 30 minutes. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was washed with 5 mL of hexane to obtain 0.67 g of the aimed product as white crystal. After the completion of the reaction the solvent was distilled off under reduced pressure the residue was washed with 5 mL of hexane

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 4-bromo-2-methylbenzamide (1.65 g, 7.75 mmol), triethylamine (2.17 ml, 15.5 mmol), palladium acetate (0.0873 g, 0.388 mmol), 1,1′-bis(diphenylphosphino)ferrocene (0.215 g, 0.388 mmol), methanol (5 ml) and DMF (15 ml) was stirred under a carbon monoxide atmosphere at 70° C. for 22 hrs. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried (over anhydrous MgSO4). After concentration under reduced pressure, the obtained crystals were recrystallized from ethyl acetate to give the title compound (1.05 g, 70%) as a pale-brown needle. After cooling to room temperature washed with water and saturated brine dried (over anhydrous MgSO4) After concentration under reduced pressure the obtained crystals were recrystallized from ethyl acetate

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 0.84 g of 4-bromo-2-methyl benzoic acid amide and 18 mL of N,N-dimethylformamide dimethylacetal was stirred at 70° C. for 30 minutes. After the completion of the reaction, the solvent was distilled off-under reduced pressure, and the residue was washed with 5 mL of hexane to obtain 0.67 g of the aimed product as white crystal. After the completion of the reaction the solvent was distilled off-under reduced pressure the residue was washed with 5 mL of hexane