4-Methylmorpholine → HCID 86655210, compound

Participants

Reaction Steps

To a solution of 6-amino-3H-benzo[c][1,2]oxaborol-1-ol (0.37 g, 2 mmol) and NMM (0.76 g, 7 mmol) in CH3CN (50 mL) was added a solution of 2-(3-oxobutyl)-4-(2,2,2-trifluoroacetamido)benzene-1-sulfonyl chloride (0.9 g, 2 mmol) in CH3CN (30 mL) dropwise at 0° C. The reaction mixture was stirred at room temperature for 2 hrs, then the reaction mixture was concentrated in vacuo, the residue was diluted with water and extracted with EtOAc, the organics was dried over Na2SO4, concentrated to give the crude product, the crude was purified by pre-HPLC (column: Luna 300×50.0 mm, 10 um; liquid phase: [A-H2O+0.05% TFA; B-MeCN] B %: 24%-51%, 23 min) to give 2,2,2-trifluoro-N-(4-(N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)sulfamoyl)-3-(3-oxobutyl)phenyl)acetamide (0.5 g, yield 42%) as yellow solid.

Provenance & Evidence