N-(2-aminophenyl)methanesulfonamide

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

実験手順: To a solution of N-(2-nitrophenyl)methanesulfonamide (800 mg, 3.70 mmol) in methanol (20 mL) was added palladium on carbon (10% by weight, 394 mg, 0.37 mmol). The vessel was purged with hydrogen and then stirred for 4 hours under 1 atm of hydrogen. The reaction was filtered, concentrated and purified by chromatography to provide N-(2-aminophenyl)methanesulfonamide (600 mg, 87% yield). 1H NMR (300 MHz, DMSO-d6) δ 8.67 (bs, 1H), 7.05 (dd, J=7.8, 1.5 Hz, 1H), 6.98 (m, 1H), 6.73 (dd, J=7.8, 1.5 Hz, 1H), 6.54 (m, 1H), 5.11 (bs, 2H), 2.90 (s, 3H). The vessel was purged with hydrogen The reaction was filtered concentrated purified by chromatography

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

実験手順: A mixture of triethylamine (0.083 mmol, 0.012 mL, 8.38 mg) and N-(2-aminophenyl)methanesulfonamide (0.083 mmol, 15.43 mg) in DCM (2 mL) was added to a solution of (S)-2-(1-methylethylsulfonamido)-2,3-dihydro-1H-indene-5-carbonyl chloride (0.083 mmol, 25 mg) in DCM (1 mL) was added. The reaction mixture was stirred at room temp overnight. H2O was added and the reaction mixture filtered through a hydrophobic frit and the DCM layer was concentrated under reduced pressure. The residue was purified by prep-HPLC to give desired product (10.7 mg, 28.6%). MS (ESI): m/z [M−H]− 450.2 was added the reaction mixture filtered through a hydrophobic frit the DCM layer was concentrated under reduced pressure The residue was purified by prep-HPLC

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

実験手順: A mixture of triethylamine (0.083 mmol, 0.012 mL, 8.38 mg) and N-(2-aminophenyl)methanesulfonamide (0.083 mmol, 15.43 mg) in DCM (2 mL) was added to a solution of (S)-2-(1-methylethylsulfonamido)-2,3-dihydro-1H-indene-5-carbonyl chloride (0.083 mmol, 25 mg) in DCM (1 mL) was added. The reaction mixture was stirred at room temp overnight. H2O was added and the reaction mixture filtered through a hydrophobic frit and the DCM layer was concentrated under reduced pressure. The residue was purified by prep-HPLC to give desired product (10.7 mg, 28.6%). MS (ESI): m/z [M−H]− 450.2 was added the reaction mixture filtered through a hydrophobic frit the DCM layer was concentrated under reduced pressure The residue was purified by prep-HPLC

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

実験手順: To a solution of N-(2-nitrophenyl)methanesulfonamide (800 mg, 3.70 mmol) in methanol (20 mL) was added palladium on carbon (10% by weight, 394 mg, 0.37 mmol). The vessel was purged with hydrogen and then stirred for 4 hours under 1 atm of hydrogen. The reaction was filtered, concentrated and purified by chromatography to provide N-(2-aminophenyl)methanesulfonamide (600 mg, 87% yield). 1H NMR (300 MHz, DMSO-d6) δ 8.67 (bs, 1H), 7.05 (dd, J=7.8, 1.5 Hz, 1H), 6.98 (m, 1H), 6.73 (dd, J=7.8, 1.5 Hz, 1H), 6.54 (m, 1H), 5.11 (bs, 2H), 2.90 (s, 3H). The vessel was purged with hydrogen The reaction was filtered concentrated purified by chromatography

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

実験手順: A mixture of triethylamine (0.083 mmol, 0.012 mL, 8.38 mg) and N-(2-aminophenyl)methanesulfonamide (0.083 mmol, 15.43 mg) in DCM (2 mL) was added to a solution of (S)-2-(1-methylethylsulfonamido)-2,3-dihydro-1H-indene-5-carbonyl chloride (0.083 mmol, 25 mg) in DCM (1 mL) was added. The reaction mixture was stirred at room temp overnight. H2O was added and the reaction mixture filtered through a hydrophobic frit and the DCM layer was concentrated under reduced pressure. The residue was purified by prep-HPLC to give desired product (10.7 mg, 28.6%). MS (ESI): m/z [M−H]− 450.2 was added the reaction mixture filtered through a hydrophobic frit the DCM layer was concentrated under reduced pressure The residue was purified by prep-HPLC