反应详情

温度

100 °C

The mix of compound N-(3-bromo-4-(N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)phenyl)-2,2,2-trifluoroacetamide (87 mg, 0.182 mmol), tributyl(prop-1-ynyl)stannane (75.8 mg, 0.2 mmol), dimethylamino ethanol (17.9 mg, 0.2 mmol) and Pd(dppf)2Cl2 in NMP (2 ml) was degassed and heated to 100° C. overnight. The reaction mixture was washed with H2O, 1N NaOH and brine, dried over MgSO4, filtered and evaporated in reduced pressure to dryness. The residue was dissolved in 7N NH3/MeOH and stirred at 40° C. for 12 hrs. Evaporated to dryness and purified by prep-HPLC to give the desired compound 4-amino-N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)-2-(prop-1-ynyl)benzenesulfonamide and 4-amino-2-butyl-N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)benzenesulfonamide.

1. customwas degassed
2. washThe reaction mixture was washed with H2O, 1N NaOH and brine
3. dry with materialdried over MgSO4
4. filtrationfiltered
5. customevaporated in reduced pressure to dryness
6. dissolutionThe residue was dissolved in 7N NH3/MeOH
7. customEvaporated to dryness
8. custompurified by prep-HPLC