N-叔丁基-3-氨基苯磺酰胺

反应条件: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 2-fluoro-4-iodopyridine (100 mg, 0.45 mmol), 3-amino-N-(tert-butyl)benzenesulfonamide (153 mg, 0.67 mmol), and Cs2CO3 (291 mg, 0.89 mmol) in dry DMF (3 mL) was heated at 150° C. for 1.5 h in a microwave oven. After addition of (4-fluoro-2-methoxyphenyl)boronic acid (152 mg, 0.89 mmol) the mixture was degassed with a stream of nitrogen for 5 minutes. Pd(dppf)Cl2 (73 mg, 0.09 mmol) was added and the reaction mixture was heated to 140° C. for 90 minutes in a microwave oven. The mixture was diluted with EtOAc and washed twice with sat. aq. NaHCO3-solution and once with brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure, and the residue was purified by preparative HPLC (water/ACN 95:5 to 0:100) to yield the desired product D2 as a yellow solid (9 mg, 5%). 1H NMR (400 MHz, d6-DMSO, 300K) δ 1.12 (s, 9H), 3.82 (s, 3H), 6.89 (m, 2H), 6.97 (s, 1H), 7.06 (dd, J=11.5 Hz, J=2.4 Hz, 1H), 7.30 (d, J=8.0 Hz, 1H), 7.39 (m, 2H), 7.44 (s, 1H), 7.87 (d, J=8.0 Hz, 1H), 8.18 (d, J=5.4 Hz, 1H), 8.24 (m, 1H), 9.39 (s, 1H). MS (ES) C22H24FN3O3S requires: 429. found: 430 (M+H)+. was degassed with a stream of nitrogen for 5 minutes the reaction mixture was heated to 140° C. for 90 minutes in a microwave oven washed twice with sat. aq. NaHCO3-solution and once with brine The organic layer was dried over MgSO4 concentrated under reduced pressure the residue was purified by preparative HPLC (water/ACN 95:5 to 0:100)

反应条件: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 2-fluoro-4-iodopyridine (100 mg, 0.45 mmol), 3-amino-N-(tert-butyl)benzenesulfonamide (153 mg, 0.67 mmol), and Cs2CO3 (291 mg, 0.89 mmol) in dry DMF (3 mL) was heated at 150° C. for 1.5 h in a microwave oven. After addition of (4-fluoro-2-methoxyphenyl)boronic acid (152 mg, 0.89 mmol) the mixture was degassed with a stream of nitrogen for 5 minutes. Pd(dppf)Cl2 (73 mg, 0.09 mmol) was added and the reaction mixture was heated to 140° C. for 90 minutes in a microwave oven. The mixture was diluted with EtOAc and washed twice with sat. aq. NaHCO3-solution and once with brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure, and the residue was purified by preparative HPLC (water/ACN 95:5 to 0:100) to yield the desired product D2 as a yellow solid (9 mg, 5%). 1H NMR (400 MHz, d6-DMSO, 300K) δ 1.12 (s, 9H), 3.82 (s, 3H), 6.89 (m, 2H), 6.97 (s, 1H), 7.06 (dd, J=11.5 Hz, J=2.4 Hz, 1H), 7.30 (d, J=8.0 Hz, 1H), 7.39 (m, 2H), 7.44 (s, 1H), 7.87 (d, J=8.0 Hz, 1H), 8.18 (d, J=5.4 Hz, 1H), 8.24 (m, 1H), 9.39 (s, 1H). MS (ES) C22H24FN3O3S requires: 429. found: 430 (M+H)+. was degassed with a stream of nitrogen for 5 minutes the reaction mixture was heated to 140° C. for 90 minutes in a microwave oven washed twice with sat. aq. NaHCO3-solution and once with brine The organic layer was dried over MgSO4 concentrated under reduced pressure the residue was purified by preparative HPLC (water/ACN 95:5 to 0:100)

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 from 7-cyclopropyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.29) and 3-amino-N-tert-butyl-benzenesulfonamide according to general procedure II. Pale-yellow solid. MS (ISP) 558.2 [(M+H)+]; mp 258-259° C.

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 from 5-(4-chloro-phenyl)-7-cyclopropyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.28) and 3-amino-N-tert-butyl-benzenesulfonamide to general procedure II. Pale-yellow solid. MS (ISP) 524.5 [(M+H)+]; mp 238-239° C.

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 from 7-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.2) and 3-amino-N-tert-butyl-benzenesulfonamide [CAS 608523-94-0] according to general procedure II. Light yellow solid. MS (ISP) 584.1 [(M−H−]; mp 232° C.

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 from 7-difluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.1) and 3-amino-N-tert-butyl-benzenesulfonamide [CAS 608523-94-0] according to general procedure II. Light yellow solid. MS (ISP) 566.2 [(M−H−]; mp 228° C.

反应条件: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 2-fluoro-4-iodopyridine (100 mg, 0.45 mmol), 3-amino-N-(tert-butyl)benzenesulfonamide (153 mg, 0.67 mmol), and Cs2CO3 (291 mg, 0.89 mmol) in dry DMF (3 mL) was heated at 150° C. for 1.5 h in a microwave oven. After addition of (4-fluoro-2-methoxyphenyl)boronic acid (152 mg, 0.89 mmol) the mixture was degassed with a stream of nitrogen for 5 minutes. Pd(dppf)Cl2 (73 mg, 0.09 mmol) was added and the reaction mixture was heated to 140° C. for 90 minutes in a microwave oven. The mixture was diluted with EtOAc and washed twice with sat. aq. NaHCO3-solution and once with brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure, and the residue was purified by preparative HPLC (water/ACN 95:5 to 0:100) to yield the desired product D2 as a yellow solid (9 mg, 5%). 1H NMR (400 MHz, d6-DMSO, 300K) δ 1.12 (s, 9H), 3.82 (s, 3H), 6.89 (m, 2H), 6.97 (s, 1H), 7.06 (dd, J=11.5 Hz, J=2.4 Hz, 1H), 7.30 (d, J=8.0 Hz, 1H), 7.39 (m, 2H), 7.44 (s, 1H), 7.87 (d, J=8.0 Hz, 1H), 8.18 (d, J=5.4 Hz, 1H), 8.24 (m, 1H), 9.39 (s, 1H). MS (ES) C22H24FN3O3S requires: 429. found: 430 (M+H)+. was degassed with a stream of nitrogen for 5 minutes the reaction mixture was heated to 140° C. for 90 minutes in a microwave oven washed twice with sat. aq. NaHCO3-solution and once with brine The organic layer was dried over MgSO4 concentrated under reduced pressure the residue was purified by preparative HPLC (water/ACN 95:5 to 0:100)